import asyncio
from unittest.mock import AsyncMock

import pytest

from litellm.integrations.custom_guardrail import (
    CustomGuardrail,
    log_guardrail_information,
)
from litellm.proxy._types import CallTypes, UserAPIKeyAuth
from litellm.types.utils import GenericGuardrailAPIInputs, GuardrailTracingDetail


class TestCustomGuardrailDeploymentHook:

    @pytest.mark.asyncio
    async def test_async_pre_call_deployment_hook_no_guardrails(self):
        """Test that method returns kwargs unchanged when no guardrails are present"""
        custom_guardrail = CustomGuardrail()

        # Test with guardrails as None
        kwargs = {
            "messages": [{"role": "user", "content": "test message"}],
            "model": "gpt-3.5-turbo",
            "guardrails": None,
        }

        result = await custom_guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        assert result == kwargs

        # Test with guardrails as non-list
        kwargs["guardrails"] = "not_a_list"

        result = await custom_guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        assert result == kwargs

    @pytest.mark.asyncio
    async def test_async_pre_call_deployment_hook_with_guardrails_and_message_update(
        self,
    ):
        """Test that method processes guardrails and updates messages when result contains messages"""
        custom_guardrail = CustomGuardrail()

        # Mock the async_pre_call_hook method
        mock_result = {"messages": [{"role": "user", "content": "filtered message"}]}
        custom_guardrail.async_pre_call_hook = AsyncMock(return_value=mock_result)

        original_messages = [{"role": "user", "content": "original message"}]
        kwargs = {
            "messages": original_messages,
            "model": "gpt-3.5-turbo",
            "guardrails": ["some_guardrail"],
            "user_api_key_user_id": "test_user",
            "user_api_key_team_id": "test_team",
            "user_api_key_end_user_id": "test_end_user",
            "user_api_key_hash": "test_hash",
            "user_api_key_request_route": "test_route",
        }

        result = await custom_guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        # Verify async_pre_call_hook was called with correct parameters
        custom_guardrail.async_pre_call_hook.assert_called_once()
        call_args = custom_guardrail.async_pre_call_hook.call_args

        # Check that UserAPIKeyAuth was created properly
        user_api_key_dict = call_args[1]["user_api_key_dict"]
        assert isinstance(user_api_key_dict, UserAPIKeyAuth)
        assert user_api_key_dict.user_id == "test_user"
        assert user_api_key_dict.team_id == "test_team"
        assert user_api_key_dict.end_user_id == "test_end_user"
        assert user_api_key_dict.api_key == "test_hash"
        assert user_api_key_dict.request_route == "test_route"

        # Check other parameters
        assert call_args[1]["data"] == kwargs
        assert call_args[1]["call_type"] == "completion"

        # Verify messages were updated in result
        assert result["messages"] == mock_result["messages"]
        assert result["messages"] != original_messages

    @pytest.mark.asyncio
    async def test_deployment_hook_skips_when_pre_call_already_ran(self):
        """The deployment hook must not re-run async_pre_call_hook once the proxy
        pre-call loop has already run it for this request."""

        class CountingGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(guardrail_name="g1", default_on=True)
                self.pre_call_count = 0

            async def async_pre_call_hook(
                self, user_api_key_dict, cache, data, call_type
            ):
                self.pre_call_count += 1
                return data

        guardrail = CountingGuardrail()
        kwargs = {
            "messages": [{"role": "user", "content": "hi"}],
            "model": "gpt-3.5-turbo",
            "guardrails": ["g1"],
            "metadata": {},
        }

        guardrail.mark_pre_call_hook_ran(kwargs)
        await guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        assert guardrail.pre_call_count == 0

    @pytest.mark.asyncio
    async def test_deployment_hook_runs_when_not_marked(self):
        """Without the proxy marker (direct-SDK usage) the deployment hook is the
        only execution path and must still run the guardrail exactly once."""

        class CountingGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(guardrail_name="g1", default_on=True)
                self.pre_call_count = 0

            async def async_pre_call_hook(
                self, user_api_key_dict, cache, data, call_type
            ):
                self.pre_call_count += 1
                return data

        guardrail = CountingGuardrail()
        kwargs = {
            "messages": [{"role": "user", "content": "hi"}],
            "model": "gpt-3.5-turbo",
            "guardrails": ["g1"],
            "metadata": {},
        }

        await guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        assert guardrail.pre_call_count == 1

    def test_mark_pre_call_hook_ran_uses_litellm_metadata(self):
        """The marker is recorded in litellm_metadata when that is the metadata
        bucket in use, and is then visible to the skip check."""
        from litellm.constants import PRE_CALL_EXECUTED_GUARDRAILS_KEY

        guardrail = CustomGuardrail(guardrail_name="g1")
        kwargs = {"litellm_metadata": {}}

        guardrail.mark_pre_call_hook_ran(kwargs)

        assert kwargs["litellm_metadata"][PRE_CALL_EXECUTED_GUARDRAILS_KEY]
        assert guardrail._pre_call_hook_already_ran(kwargs) is True

    @pytest.mark.asyncio
    async def test_deployment_hook_ignores_forged_caller_marker(self):
        """A direct-SDK caller controls request metadata but cannot know the
        per-process token, so a hand-crafted marker must not suppress a
        requested guardrail in async_pre_call_deployment_hook."""
        from litellm.constants import PRE_CALL_EXECUTED_GUARDRAILS_KEY

        class CountingGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(guardrail_name="g1", default_on=True)
                self.pre_call_count = 0

            async def async_pre_call_hook(
                self, user_api_key_dict, cache, data, call_type
            ):
                self.pre_call_count += 1
                return data

        guardrail = CountingGuardrail()
        kwargs = {
            "messages": [{"role": "user", "content": "hi"}],
            "model": "gpt-3.5-turbo",
            "guardrails": ["g1"],
            "metadata": {PRE_CALL_EXECUTED_GUARDRAILS_KEY: ["g1"]},
        }

        await guardrail.async_pre_call_deployment_hook(
            kwargs=kwargs, call_type=CallTypes.completion
        )

        assert guardrail.pre_call_count == 1


class TestCustomGuardrailShouldRunGuardrail:

    def test_should_run_guardrail_with_litellm_metadata(self):
        """Test that should_run_guardrail works with litellm_metadata pattern"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            default_on=False,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test with guardrails in litellm_metadata
        data = {
            "model": "gpt-3.5-turbo",
            "litellm_metadata": {"guardrails": ["test_guardrail"]},
        }

        result = custom_guardrail.should_run_guardrail(
            data=data, event_type=GuardrailEventHooks.pre_call
        )

        assert result is True

    def test_should_run_guardrail_with_metadata(self):
        """Test that should_run_guardrail works with metadata pattern"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            default_on=False,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test with guardrails in metadata
        data = {
            "model": "gpt-3.5-turbo",
            "metadata": {"guardrails": ["test_guardrail"]},
        }

        result = custom_guardrail.should_run_guardrail(
            data=data, event_type=GuardrailEventHooks.pre_call
        )

        assert result is True

    def test_should_run_guardrail_with_root_level_guardrails(self):
        """Test that should_run_guardrail works with root level guardrails"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            default_on=False,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test with guardrails at root level
        data = {"model": "gpt-3.5-turbo", "guardrails": ["test_guardrail"]}

        result = custom_guardrail.should_run_guardrail(
            data=data, event_type=GuardrailEventHooks.pre_call
        )

        assert result is True

    def test_should_run_guardrail_no_matching_guardrail(self):
        """Test that should_run_guardrail returns False when guardrail name doesn't match"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            default_on=False,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test with different guardrail name
        data = {
            "model": "gpt-3.5-turbo",
            "litellm_metadata": {"guardrails": ["different_guardrail"]},
        }

        result = custom_guardrail.should_run_guardrail(
            data=data, event_type=GuardrailEventHooks.pre_call
        )

        assert result is False

    def test_should_run_guardrail_with_disable_global_guardrail(self):
        """Test that disable_global_guardrails only works from admin metadata"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="global_guardrail",
            default_on=True,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test 1: Global guardrail runs by default
        data = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
        }
        result = custom_guardrail.should_run_guardrail(
            data=data, event_type=GuardrailEventHooks.pre_call
        )
        assert result is True, "Global guardrail should run when default_on=True"

        # Test 2: User-injected disable at root level is IGNORED
        data_with_disable_root = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "disable_global_guardrails": True,
        }
        result = custom_guardrail.should_run_guardrail(
            data=data_with_disable_root, event_type=GuardrailEventHooks.pre_call
        )
        assert (
            result is True
        ), "User-injected disable_global_guardrails should be ignored"

        # Test 3: User-injected disable in metadata is IGNORED
        data_with_disable_metadata = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"disable_global_guardrails": True},
        }
        result = custom_guardrail.should_run_guardrail(
            data=data_with_disable_metadata, event_type=GuardrailEventHooks.pre_call
        )
        assert result is True, "User-injected metadata disable should be ignored"

        # Test 4: Admin-configured disable via user_api_key_metadata IS respected
        data_with_admin_disable = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"user_api_key_metadata": {"disable_global_guardrails": True}},
        }
        result = custom_guardrail.should_run_guardrail(
            data=data_with_admin_disable, event_type=GuardrailEventHooks.pre_call
        )
        assert result is False, "Admin-configured disable should be respected"

        # Test 5: Admin config in metadata isn't shadowed by user-supplied litellm_metadata
        data_cross_key = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"user_api_key_metadata": {"disable_global_guardrails": True}},
            "litellm_metadata": {"request_tags": ["user-supplied"]},
        }
        result = custom_guardrail.should_run_guardrail(
            data=data_cross_key, event_type=GuardrailEventHooks.pre_call
        )
        assert (
            result is False
        ), "Admin config in metadata must not be shadowed by user-supplied litellm_metadata"

        # Test 6: After the pre-call strip runs, user-injected
        # user_api_key_metadata in the non-authoritative metadata key is gone.
        # _get_admin_metadata must then surface admin config unchanged.
        data_post_strip = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"user_api_key_metadata": {"disable_global_guardrails": True}},
            "litellm_metadata": {},  # post-strip: attacker payload removed
        }
        result = custom_guardrail.should_run_guardrail(
            data=data_post_strip, event_type=GuardrailEventHooks.pre_call
        )
        assert (
            result is False
        ), "Admin config in metadata must be respected when other metadata key is empty"

    def test_should_run_guardrail_key_disable_global_not_overruled_by_team_guardrail_list(
        self,
    ):
        """Key disable_global_guardrails must take precedence over the guardrail
        appearing in the team's explicit guardrails list."""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="global_guardrail",
            default_on=True,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Key disabled globals; team added the same guardrail to its explicit list
        # (simulates what _add_guardrails_from_key_or_team_metadata produces).
        data_key_disabled_team_listed = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {
                "user_api_key_metadata": {"disable_global_guardrails": True},
                "guardrails": ["global_guardrail"],
            },
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_key_disabled_team_listed,
                event_type=GuardrailEventHooks.pre_call,
            )
            is False
        ), "Key disable_global_guardrails must win over team's explicit guardrail list"

        # Complementary: key NOT disabled, team added guardrail → should run
        data_key_enabled_team_listed = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {
                "user_api_key_metadata": {},
                "guardrails": ["global_guardrail"],
            },
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_key_enabled_team_listed,
                event_type=GuardrailEventHooks.pre_call,
            )
            is True
        ), "Guardrail in team's explicit list should run when key has not disabled globals"

    def test_should_run_guardrail_with_opted_out_global_guardrails(self):
        """Test that per-guardrail opt-out only works from admin metadata"""
        from litellm.types.guardrails import GuardrailEventHooks

        custom_guardrail = CustomGuardrail(
            guardrail_name="global_guardrail",
            default_on=True,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # Test 1: User-injected opt-out at root level is IGNORED
        data_root = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "opted_out_global_guardrails": ["global_guardrail"],
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_root, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )

        # Test 2: User-injected opt-out in metadata is IGNORED
        data_metadata = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"opted_out_global_guardrails": ["global_guardrail"]},
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_metadata, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )

        # Test 4: a different guardrail in the opt-out list → still runs
        data_other = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"opted_out_global_guardrails": ["some_other_guardrail"]},
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_other, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )

        # Test 5: empty opt-out list → still runs
        data_empty = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"opted_out_global_guardrails": []},
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_empty, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )

        # Test 6: malformed value (bool instead of list) → safely ignored, guardrail runs
        data_malformed = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {"opted_out_global_guardrails": True},
        }
        assert (
            custom_guardrail.should_run_guardrail(
                data=data_malformed, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )

    def test_should_run_guardrail_opt_out_does_not_affect_non_global(self):
        """Opt-out list only matters for default_on=True guardrails"""
        from litellm.types.guardrails import GuardrailEventHooks

        non_global = CustomGuardrail(
            guardrail_name="opt_in_guardrail",
            default_on=False,
            event_hook=GuardrailEventHooks.pre_call,
        )

        # An opt-in guardrail named in opted_out_global_guardrails is still controlled
        # by the explicit `guardrails` request list, not by the global opt-out list.
        data = {
            "model": "gpt-3.5-turbo",
            "messages": [{"role": "user", "content": "test"}],
            "metadata": {
                "opted_out_global_guardrails": ["opt_in_guardrail"],
                "guardrails": ["opt_in_guardrail"],
            },
        }
        assert (
            non_global.should_run_guardrail(
                data=data, event_type=GuardrailEventHooks.pre_call
            )
            is True
        )


class TestApplyGuardrailCheck:
    def test_apply_guardrail_check_only_on_direct_implementation(self):
        """
        Test that "apply_guardrail" in type(callback).__dict__ only returns True
        when the object's own class implements the method, not when it's inherited
        from a parent class.

        This is critical for properly routing guardrail handling to the unified
        guardrail handler vs the guardrail's own implementation.
        """

        # Parent class with apply_guardrail (CustomGuardrail already has it)
        class ParentGuardrail(CustomGuardrail):
            """Parent that inherits apply_guardrail from CustomGuardrail"""

            pass

        # Child class that only inherits apply_guardrail (doesn't override)
        class ChildGuardrailWithoutOverride(ParentGuardrail):
            """Child that only inherits apply_guardrail"""

            pass

        # Child class that overrides apply_guardrail
        class ChildGuardrailWithOverride(ParentGuardrail):
            """Child that overrides apply_guardrail"""

            async def apply_guardrail(self, text, language=None, entities=None):
                return f"modified: {text}"

        # Instantiate the classes
        parent_instance = ParentGuardrail()
        child_without_override = ChildGuardrailWithoutOverride()
        child_with_override = ChildGuardrailWithOverride()

        # Test: CustomGuardrail itself has apply_guardrail in its __dict__
        assert (
            "apply_guardrail" in type(CustomGuardrail()).__dict__
        ), "CustomGuardrail should have apply_guardrail in its own __dict__"

        # Test: ParentGuardrail inherits but doesn't override, so it should NOT be in __dict__
        assert (
            "apply_guardrail" not in type(parent_instance).__dict__
        ), "ParentGuardrail should NOT have apply_guardrail in its own __dict__ (only inherited)"

        # Test: ChildGuardrailWithoutOverride only inherits, should NOT be in __dict__
        assert (
            "apply_guardrail" not in type(child_without_override).__dict__
        ), "ChildGuardrailWithoutOverride should NOT have apply_guardrail in its own __dict__ (only inherited)"

        # Test: ChildGuardrailWithOverride overrides the method, SHOULD be in __dict__
        assert (
            "apply_guardrail" in type(child_with_override).__dict__
        ), "ChildGuardrailWithOverride SHOULD have apply_guardrail in its own __dict__ (overridden)"

        # Verify that all instances still have the method via inheritance (hasattr)
        assert hasattr(
            parent_instance, "apply_guardrail"
        ), "All instances should have apply_guardrail via inheritance"
        assert hasattr(
            child_without_override, "apply_guardrail"
        ), "All instances should have apply_guardrail via inheritance"
        assert hasattr(
            child_with_override, "apply_guardrail"
        ), "All instances should have apply_guardrail via inheritance"


class TestGuardrailLoggingAggregation:
    def _make_guardrail(self):
        from litellm.types.guardrails import GuardrailEventHooks

        return CustomGuardrail(
            guardrail_name="test_guardrail",
            event_hook=GuardrailEventHooks.pre_call,
        )

    def _invoke_add_log(self, request_data: dict) -> None:
        guardrail = self._make_guardrail()
        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={"result": "ok"},
            request_data=request_data,
            guardrail_status="success",
            start_time=1.0,
            end_time=2.0,
            duration=1.0,
            masked_entity_count={"EMAIL": 1},
            guardrail_provider="presidio",
        )

    def test_appends_to_existing_metadata_list(self):
        request_data = {
            "metadata": {
                "standard_logging_guardrail_information": [
                    {"guardrail_name": "existing_guardrail"}
                ]
            }
        }

        self._invoke_add_log(request_data)

        info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert isinstance(info, list)
        assert len(info) == 2
        assert info[0]["guardrail_name"] == "existing_guardrail"
        assert info[1]["guardrail_name"] == "test_guardrail"

    def test_converts_existing_metadata_dict_to_list(self):
        request_data = {
            "metadata": {
                "standard_logging_guardrail_information": {"guardrail_name": "legacy"}
            }
        }

        self._invoke_add_log(request_data)

        info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert isinstance(info, list)
        assert len(info) == 2
        assert info[0]["guardrail_name"] == "legacy"
        assert info[1]["guardrail_name"] == "test_guardrail"

    def test_appends_to_litellm_metadata(self):
        request_data = {
            "litellm_metadata": {
                "standard_logging_guardrail_information": [
                    {"guardrail_name": "litellm_existing"}
                ]
            }
        }

        self._invoke_add_log(request_data)

        info = request_data["litellm_metadata"][
            "standard_logging_guardrail_information"
        ]
        assert isinstance(info, list)
        assert len(info) == 2
        assert info[1]["guardrail_name"] == "test_guardrail"

    def test_caller_metadata_does_not_divert_the_entry_from_the_reader(self):
        """A caller-supplied `metadata` field must not send the entry to a bucket the
        spend log never reads. Routes in LITELLM_METADATA_ROUTES (/v1/messages,
        /v1/responses, batches, files) seed `litellm_metadata`, and Claude Code sends
        `metadata.user_id`, so both keys are present on the same request."""
        request_data = {
            "metadata": {"user_id": "device-account-session"},
            "litellm_metadata": {"user_api_key_hash": "abc"},
        }

        self._invoke_add_log(request_data)

        assert (
            "standard_logging_guardrail_information" not in request_data["metadata"]
        ), "entry landed in the caller's metadata, where the spend log does not read it"
        info = request_data["litellm_metadata"][
            "standard_logging_guardrail_information"
        ]
        assert len(info) == 1
        assert info[0]["guardrail_name"] == "test_guardrail"

    def test_entry_and_applied_guardrails_header_share_one_bucket(self):
        """The x-litellm-applied-guardrails writer and the guardrail-info writer must
        resolve the same bucket, otherwise the response header and the spend log
        disagree about whether the guardrail ran."""
        from litellm.proxy.common_utils.callback_utils import (
            add_guardrail_to_applied_guardrails_header,
        )

        request_data = {
            "metadata": {"user_id": "device-account-session"},
            "litellm_metadata": {},
        }

        self._invoke_add_log(request_data)
        add_guardrail_to_applied_guardrails_header(
            request_data=request_data, guardrail_name="test_guardrail"
        )

        buckets = {
            key
            for key in ("metadata", "litellm_metadata")
            for field in ("standard_logging_guardrail_information", "applied_guardrails")
            if field in request_data[key]
        }
        assert buckets == {"litellm_metadata"}


class TestGuardrailOtelSpanEmission:
    """Recording a guardrail emits its otel span inline, so every guardrail
    execution produces a span — including the pass-through allow path that never
    reaches a post-call hook."""

    def _make_guardrail(self):
        from litellm.types.guardrails import GuardrailEventHooks

        return CustomGuardrail(
            guardrail_name="emit_guard",
            event_hook=GuardrailEventHooks.pre_call,
        )

    def _record(self, guardrail, request_data):
        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={"result": "ok"},
            request_data=request_data,
            guardrail_status="success",
            start_time=1.0,
            end_time=2.0,
            duration=1.0,
        )

    def test_emits_span_for_recorded_entry(self, monkeypatch):
        captured = []
        monkeypatch.setattr(
            "litellm.integrations.otel.logger.emit_guardrail_span",
            captured.append,
        )

        request_data = {"metadata": {}}
        self._record(self._make_guardrail(), request_data)

        assert len(captured) == 1
        emitted = captured[0]
        recorded = request_data["metadata"]["standard_logging_guardrail_information"][
            -1
        ]
        assert emitted is recorded
        assert emitted["guardrail_name"] == "emit_guard"
        assert emitted["start_time"] == 1.0
        assert emitted["end_time"] == 2.0

    def test_span_emission_failure_does_not_break_recording(self, monkeypatch):
        def _boom(_entry):
            raise RuntimeError("otel exporter down")

        monkeypatch.setattr(
            "litellm.integrations.otel.logger.emit_guardrail_span", _boom
        )

        request_data = {"metadata": {}}
        self._record(self._make_guardrail(), request_data)

        info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(info) == 1
        assert info[0]["guardrail_name"] == "emit_guard"


class TestGuardrailSensitiveFieldStripping:
    """Tests that secret_fields is stripped from guardrail responses before logging.

    Matches the pattern used by Langfuse and Arize integrations which also
    pop("secret_fields") to prevent raw Authorization headers from being persisted.
    """

    def _make_guardrail(self):
        from litellm.types.guardrails import GuardrailEventHooks

        return CustomGuardrail(
            guardrail_name="test_guardrail",
            event_hook=GuardrailEventHooks.pre_call,
        )

    def test_secret_fields_stripped_from_guardrail_response(self):
        """Ensure secret_fields (containing raw Authorization headers) is not persisted."""
        guardrail = self._make_guardrail()
        request_data = {"metadata": {}}

        guardrail_response_with_secrets = {
            "model": "gpt-4",
            "messages": [{"role": "user", "content": "hello"}],
            "secret_fields": {
                "raw_headers": {
                    "authorization": "Bearer sk-live-secret-key-12345",
                    "content-type": "application/json",
                }
            },
            "proxy_server_request": {"url": "http://localhost:4000/chat/completions"},
        }

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response=guardrail_response_with_secrets,
            request_data=request_data,
            guardrail_status="success",
            duration=1.0,
        )

        info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(info) == 1
        logged_response = info[0]["guardrail_response"]

        # secret_fields must be stripped
        assert "secret_fields" not in logged_response

        # Other fields should be preserved
        assert "model" in logged_response
        assert "messages" in logged_response
        assert "proxy_server_request" in logged_response

    def test_string_guardrail_response_not_affected(self):
        """String responses (e.g. 'allow', 'deny') should pass through unchanged."""
        guardrail = self._make_guardrail()
        request_data = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response="allow",
            request_data=request_data,
            guardrail_status="success",
            duration=0.5,
        )

        info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert info[0]["guardrail_response"] == "allow"

    def test_no_authorization_header_in_logged_response(self):
        """Verify no plaintext Authorization header ends up in the logged guardrail response."""
        import json

        guardrail = self._make_guardrail()
        request_data = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "model": "gpt-4",
                "secret_fields": {
                    "raw_headers": {
                        "authorization": "Bearer sk-live-SHOULD-NOT-APPEAR",
                    }
                },
            },
            request_data=request_data,
            guardrail_status="success",
            duration=1.0,
        )

        logged_response = request_data["metadata"][
            "standard_logging_guardrail_information"
        ][0]["guardrail_response"]
        assert "secret_fields" not in logged_response
        assert "sk-live-SHOULD-NOT-APPEAR" not in json.dumps(logged_response)

    def test_secret_fields_stripped_from_list_dict_response(self):
        """Ensure secret_fields is stripped from List[dict] guardrail responses too."""
        guardrail = self._make_guardrail()
        request_data = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response=[
                {
                    "result": "ok",
                    "secret_fields": {
                        "raw_headers": {"authorization": "Bearer sk-secret"}
                    },
                },
                {"result": "also_ok"},
            ],
            request_data=request_data,
            guardrail_status="success",
            duration=1.0,
        )

        import json

        serialized = json.dumps(request_data)
        assert "secret_fields" not in serialized
        assert "sk-secret" not in serialized


class TestGuardrailResponseCredentialMasking:
    """LIT-4314 issue B regression: credentials embedded in guardrail_response
    (via team callback_vars flowing through data["metadata"]) must be masked at
    the construction seam so every downstream sink (SpendLogs, OTel, Langfuse,
    custom loggers) sees masked values rather than plaintext.
    """

    def _make_guardrail(self):
        from litellm.types.guardrails import GuardrailEventHooks

        return CustomGuardrail(
            guardrail_name="test_guardrail",
            event_hook=GuardrailEventHooks.pre_call,
        )

    def test_callback_vars_api_key_is_masked(self):
        import json

        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}
        plaintext_key = "lsv2_pt_abcdef1234567890"

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "model": "gpt-4o-mini",
                "messages": [{"role": "user", "content": "hi"}],
                "metadata_snapshot": {
                    "callback_vars": {
                        "langsmith_api_key": plaintext_key,
                        "langsmith_project": "proj-name",
                    }
                },
            },
            request_data=request_data,
            guardrail_status="success",
            duration=1.0,
        )

        logged = request_data["metadata"]["standard_logging_guardrail_information"][0][
            "guardrail_response"
        ]

        masked_key = logged["metadata_snapshot"]["callback_vars"]["langsmith_api_key"]
        assert masked_key != plaintext_key
        assert "*" in masked_key
        assert plaintext_key not in json.dumps(request_data)

        assert logged["model"] == "gpt-4o-mini"
        assert logged["messages"] == [{"role": "user", "content": "hi"}]
        assert (
            logged["metadata_snapshot"]["callback_vars"]["langsmith_project"]
            == "proj-name"
        )

    def test_nested_user_api_key_auth_metadata_is_masked(self):
        import json

        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}
        token_value = "1b01552f6e52e0d41963dd6a185bd6b074624e330999534ca7ff5adfdf622dfc"

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "evaluated_metadata": {
                    "user_api_key_auth": {
                        "token": token_value,
                        "api_key": token_value,
                        "metadata": {
                            "callback_vars": {
                                "langsmith_api_key": "lsv2_pt_super_secret_value_1234",
                            }
                        },
                    }
                }
            },
            request_data=request_data,
            guardrail_status="success",
        )

        serialized = json.dumps(request_data)
        assert token_value not in serialized
        assert "lsv2_pt_super_secret_value_1234" not in serialized

    def test_secret_fields_pop_still_runs(self):
        import json

        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "model": "gpt-4",
                "secret_fields": {
                    "raw_headers": {
                        "authorization": "Bearer sk-live-should-not-appear",
                    }
                },
            },
            request_data=request_data,
            guardrail_status="success",
        )

        serialized = json.dumps(request_data)
        assert "secret_fields" not in serialized
        assert "sk-live-should-not-appear" not in serialized

    def test_match_and_regex_redaction_still_runs(self):
        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "filters": [{"regex": r"\d{3}-\d{2}-\d{4}", "action": "BLOCKED"}]
            },
            request_data=request_data,
            guardrail_status="success",
        )

        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg["guardrail_response"]["filters"][0]["regex"] == "[REDACTED]"

    def test_scalar_types_pass_through_unchanged(self):
        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "flagged": True,
                "score": 0.94,
                "tokens_used": 42,
                "categories": ["pii", "toxicity"],
            },
            request_data=request_data,
            guardrail_status="success",
        )

        logged = request_data["metadata"]["standard_logging_guardrail_information"][0][
            "guardrail_response"
        ]
        assert logged["flagged"] is True
        assert logged["score"] == 0.94
        assert logged["tokens_used"] == 42
        assert logged["categories"] == ["pii", "toxicity"]

    def test_masking_reveals_prefix_and_suffix(self):
        guardrail = self._make_guardrail()
        request_data: dict = {"metadata": {}}
        plaintext = "lsv2_pt_abcdef1234567890"

        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={
                "metadata_snapshot": {
                    "callback_vars": {"langsmith_api_key": plaintext}
                }
            },
            request_data=request_data,
            guardrail_status="success",
        )

        masked = request_data["metadata"]["standard_logging_guardrail_information"][0][
            "guardrail_response"
        ]["metadata_snapshot"]["callback_vars"]["langsmith_api_key"]
        assert masked != plaintext
        assert masked.startswith(plaintext[:4])
        assert masked.endswith(plaintext[-4:])


class TestCustomGuardrailPassthroughSupport:
    """Tests for passthrough endpoint guardrail support - Issue fixes."""

    @pytest.mark.asyncio
    async def test_async_post_call_success_deployment_hook_with_httpx_response(self):
        """
        Test that async_post_call_success_deployment_hook handles raw httpx.Response objects
        from passthrough endpoints without crashing with TypeError.

        This tests Fix #3: TypeError: TypedDict does not support instance and class checks
        """
        import httpx

        custom_guardrail = CustomGuardrail()

        # Mock the async_post_call_success_hook to return None (guardrail didn't modify response)
        custom_guardrail.async_post_call_success_hook = AsyncMock(return_value=None)

        # Create a mock httpx.Response object (typical passthrough response)
        mock_response = AsyncMock(spec=httpx.Response)
        mock_response.status_code = 200
        mock_response.text = "Mock response"

        request_data = {
            "guardrails": ["test_guardrail"],
            "user_api_key_user_id": "test_user",
            "user_api_key_team_id": "test_team",
            "user_api_key_end_user_id": "test_end_user",
            "user_api_key_hash": "test_hash",
            "user_api_key_request_route": "passthrough_route",
        }

        # This should not raise TypeError: TypedDict does not support instance and class checks
        result = await custom_guardrail.async_post_call_success_deployment_hook(
            request_data=request_data,
            response=mock_response,
            call_type=CallTypes.allm_passthrough_route,
        )

        # When result is None, should return the original response
        assert result == mock_response

    @pytest.mark.asyncio
    async def test_async_post_call_success_deployment_hook_with_none_call_type(self):
        """
        Test that async_post_call_success_deployment_hook handles None call_type gracefully.

        This ensures that even if call_type is None (before fix #1), the guardrail doesn't crash.
        """
        custom_guardrail = CustomGuardrail()

        # Mock the async_post_call_success_hook to return None
        custom_guardrail.async_post_call_success_hook = AsyncMock(return_value=None)

        mock_response = AsyncMock()

        request_data = {
            "guardrails": ["test_guardrail"],
            "user_api_key_user_id": "test_user",
        }

        # Call with None call_type - should not crash
        result = await custom_guardrail.async_post_call_success_deployment_hook(
            request_data=request_data,
            response=mock_response,
            call_type=None,
        )

        # Should return the original response when result is None
        assert result == mock_response

    def test_is_valid_response_type_with_none(self):
        """
        Test _is_valid_response_type helper method correctly identifies None as invalid.

        This is part of Fix #3: Safely handling TypedDict types that don't support isinstance checks.
        """
        custom_guardrail = CustomGuardrail()

        # None should be invalid
        assert custom_guardrail._is_valid_response_type(None) is False

    def test_is_valid_response_type_with_typeddict_error(self):
        """
        Test _is_valid_response_type gracefully handles TypeError from TypedDict.

        This tests Fix #3: When isinstance() is called with TypedDict types, it raises TypeError.
        The method should catch this and allow the response through.
        """
        from litellm.types.utils import ModelResponse

        custom_guardrail = CustomGuardrail()

        # Create a valid LiteLLM response object
        response = ModelResponse(
            id="test-id",
            choices=[],
            created=0,
            model="test-model",
            object="chat.completion",
        )

        # This should return True (it's a valid response type or TypeError is caught)
        result = custom_guardrail._is_valid_response_type(response)
        assert result is True


class TestEventTypeLogging:
    """Tests for event_type logging in guardrail information."""

    @pytest.mark.asyncio
    async def test_log_guardrail_information_infers_event_type_from_async_pre_call_hook(
        self,
    ):
        """
        Test that log_guardrail_information decorator correctly infers GuardrailEventHooks.pre_call
        from async_pre_call_hook function name.
        """
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="test_event_type_guardrail",
                    event_hook=[
                        GuardrailEventHooks.pre_call,
                        GuardrailEventHooks.post_call,
                    ],
                )

            @log_guardrail_information
            async def async_pre_call_hook(self, data: dict, **kwargs):
                return {"result": "pre_call_executed"}

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.async_pre_call_hook(data=request_data)

        # Check that the guardrail_mode was set to pre_call (not the full list)
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.pre_call

    @pytest.mark.asyncio
    async def test_log_guardrail_information_infers_event_type_from_async_post_call_success_hook(
        self,
    ):
        """
        Test that log_guardrail_information decorator correctly infers GuardrailEventHooks.post_call
        from async_post_call_success_hook function name.
        """
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="test_event_type_guardrail",
                    event_hook=[
                        GuardrailEventHooks.pre_call,
                        GuardrailEventHooks.post_call,
                    ],
                )

            @log_guardrail_information
            async def async_post_call_success_hook(self, data: dict, **kwargs):
                return {"result": "post_call_executed"}

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.async_post_call_success_hook(data=request_data)

        # Check that the guardrail_mode was set to post_call (not the full list)
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.post_call

    @pytest.mark.asyncio
    async def test_log_guardrail_information_infers_event_type_from_async_moderation_hook(
        self,
    ):
        """
        Test that log_guardrail_information decorator correctly infers GuardrailEventHooks.during_call
        from async_moderation_hook function name.
        """
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="test_event_type_guardrail",
                    event_hook=[
                        GuardrailEventHooks.during_call,
                        GuardrailEventHooks.post_call,
                    ],
                )

            @log_guardrail_information
            async def async_moderation_hook(self, data: dict, **kwargs):
                return {"result": "moderation_executed"}

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.async_moderation_hook(data=request_data)

        # Check that the guardrail_mode was set to during_call (not the full list)
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.during_call

    @pytest.mark.asyncio
    async def test_log_guardrail_information_infers_event_type_from_async_post_call_streaming_hook(
        self,
    ):
        """
        Test that log_guardrail_information decorator correctly infers GuardrailEventHooks.post_call
        from async_post_call_streaming_hook function name.
        """
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="test_event_type_guardrail",
                    event_hook=[
                        GuardrailEventHooks.pre_call,
                        GuardrailEventHooks.post_call,
                    ],
                )

            @log_guardrail_information
            async def async_post_call_streaming_hook(self, data: dict, **kwargs):
                return {"result": "streaming_executed"}

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.async_post_call_streaming_hook(data=request_data)

        # Check that the guardrail_mode was set to post_call (not the full list)
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.post_call

    @pytest.mark.asyncio
    async def test_log_guardrail_information_returns_none_for_unknown_function_name(
        self,
    ):
        """
        Test that log_guardrail_information decorator returns None for event_type
        when function name doesn't match known patterns, and falls back to self.event_hook.
        """
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="test_event_type_guardrail",
                    event_hook=GuardrailEventHooks.pre_call,
                )

            @log_guardrail_information
            async def some_other_hook(self, data: dict, **kwargs):
                return {"result": "other_hook_executed"}

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.some_other_hook(data=request_data)

        # Check that the guardrail_mode falls back to self.event_hook
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.pre_call

    def test_add_standard_logging_uses_event_type_over_event_hook(self):
        """
        Test that add_standard_logging_guardrail_information_to_request_data
        prioritizes event_type parameter over self.event_hook.
        """
        from litellm.types.guardrails import GuardrailEventHooks

        guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            event_hook=[GuardrailEventHooks.pre_call, GuardrailEventHooks.post_call],
        )

        request_data = {"metadata": {}}

        # Call with explicit event_type
        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={"result": "ok"},
            request_data=request_data,
            guardrail_status="success",
            event_type=GuardrailEventHooks.post_call,
        )

        # Should use the provided event_type (post_call), not the full event_hook list
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.post_call

    @pytest.mark.asyncio
    async def test_log_guardrail_information_skips_auto_record_if_function_already_recorded(
        self,
    ):
        """When a wrapped guardrail function records its own entry directly
        (e.g. block_code_execution.apply_guardrail records a rich
        ``[detections...]`` payload), the decorator must NOT also append its
        own ``"allow"``/raw-response entry — otherwise every backend
        (OTEL spans, Datadog, Langfuse, spend logs) double-records one
        logical guardrail invocation."""
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="block-code",
                    event_hook=GuardrailEventHooks.pre_call,
                )

            @log_guardrail_information
            async def apply_guardrail(self, inputs, request_data, **kwargs):
                self.add_standard_logging_guardrail_information_to_request_data(
                    guardrail_json_response=[{"action_taken": "block"}],
                    request_data=request_data,
                    guardrail_status="success",
                    event_type=GuardrailEventHooks.pre_call,
                )
                return inputs

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        await guardrail.apply_guardrail(
            inputs={"texts": ["x"]}, request_data=request_data
        )

        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1, (
            f"Decorator must not double-record when the wrapped function "
            f"already appended its own entry; got {len(logged_info)} entries"
        )
        assert logged_info[0]["guardrail_response"] == [{"action_taken": "block"}]

    @pytest.mark.asyncio
    async def test_log_guardrail_information_skips_auto_record_on_exception_if_function_already_recorded(
        self,
    ):
        """Same as above on the failure path: if the wrapped function
        appended an entry in its ``finally`` block before re-raising, the
        decorator must just re-raise without auto-recording on top."""
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class TestGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="block-code",
                    event_hook=GuardrailEventHooks.pre_call,
                )

            @log_guardrail_information
            async def apply_guardrail(self, inputs, request_data, **kwargs):
                try:
                    raise ValueError("blocked")
                finally:
                    self.add_standard_logging_guardrail_information_to_request_data(
                        guardrail_json_response=[{"action_taken": "block"}],
                        request_data=request_data,
                        guardrail_status="guardrail_intervened",
                        event_type=GuardrailEventHooks.pre_call,
                    )

        guardrail = TestGuardrail()
        request_data = {"metadata": {}}

        with pytest.raises(ValueError, match="blocked"):
            await guardrail.apply_guardrail(
                inputs={"texts": ["x"]}, request_data=request_data
            )

        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_status"] == "guardrail_intervened"

    @pytest.mark.asyncio
    async def test_log_guardrail_information_records_every_concurrent_guardrail(self):
        """Guardrails run concurrently (parallel pre_call/post_call, during_call) share one
        request_data dict. Each must still record its own entry. The previous guard counted
        entries in that shared dict, so a sibling's append made a guardrail think it had already
        recorded and skip its own auto-record — silently dropping lifecycle logs the UI shows."""
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class SleeperGuardrail(CustomGuardrail):
            def __init__(self, name, sleep):
                super().__init__(guardrail_name=name, event_hook=GuardrailEventHooks.pre_call)
                self._sleep = sleep

            @log_guardrail_information
            async def async_pre_call_hook(self, data: dict, **kwargs):
                await asyncio.sleep(self._sleep)
                return data

        request_data = {"metadata": {}}
        # Different sleeps guarantee overlapping execution windows: the faster guardrail
        # records while the slower one is still awaiting, which is exactly what tripped the
        # old shared-count guard.
        await asyncio.gather(
            SleeperGuardrail("guardrail-a", 0.05).async_pre_call_hook(data=request_data),
            SleeperGuardrail("guardrail-b", 0.15).async_pre_call_hook(data=request_data),
        )

        logged = request_data["metadata"]["standard_logging_guardrail_information"]
        assert {entry["guardrail_name"] for entry in logged} == {"guardrail-a", "guardrail-b"}
        assert len(logged) == 2

    def test_add_standard_logging_falls_back_to_event_hook_when_event_type_is_none(
        self,
    ):
        """
        Test that add_standard_logging_guardrail_information_to_request_data
        falls back to self.event_hook when event_type is None.
        """
        from litellm.types.guardrails import GuardrailEventHooks

        guardrail = CustomGuardrail(
            guardrail_name="test_guardrail",
            event_hook=GuardrailEventHooks.pre_call,
        )

        request_data = {"metadata": {}}

        # Call with event_type=None
        guardrail.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={"result": "ok"},
            request_data=request_data,
            guardrail_status="success",
            event_type=None,
        )

        # Should fall back to self.event_hook
        logged_info = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(logged_info) == 1
        assert logged_info[0]["guardrail_mode"] == GuardrailEventHooks.pre_call


class TestTracingFieldsPopulation:
    """Verify add_standard_logging_guardrail_information_to_request_data passes tracing_detail fields."""

    def test_new_fields_set_on_slg(self):
        cg = CustomGuardrail(guardrail_name="test-rail")
        request_data = {"metadata": {}}
        cg.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response={"result": "ok"},
            request_data=request_data,
            guardrail_status="success",
            tracing_detail=GuardrailTracingDetail(
                guardrail_id="rail-123",
                policy_template="EU AI Act Article 5",
                detection_method="regex",
                confidence_score=0.95,
                match_details=[{"type": "pattern", "action_taken": "BLOCK"}],
                patterns_checked=12,
                alert_recipients=["admin@example.com"],
            ),
        )
        slg_list = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(slg_list) == 1
        slg = slg_list[0]
        assert slg["guardrail_id"] == "rail-123"
        assert slg["policy_template"] == "EU AI Act Article 5"
        assert slg["detection_method"] == "regex"
        assert slg["confidence_score"] == 0.95
        assert slg["patterns_checked"] == 12
        assert slg["alert_recipients"] == ["admin@example.com"]
        assert len(slg["match_details"]) == 1

    def test_new_fields_default_to_absent(self):
        """When tracing_detail is not passed, new fields are absent from the SLG dict."""
        cg = CustomGuardrail(guardrail_name="test-rail")
        request_data = {"metadata": {}}
        cg.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response="ok",
            request_data=request_data,
            guardrail_status="success",
        )
        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg.get("guardrail_id") is None
        assert slg.get("policy_template") is None
        assert slg.get("confidence_score") is None

    def test_multiple_guardrails_with_different_policies(self):
        """One request, multiple guardrails each with own policy_template."""
        cg1 = CustomGuardrail(guardrail_name="rail-1")
        cg2 = CustomGuardrail(guardrail_name="rail-2")
        request_data = {"metadata": {}}

        cg1.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response="ok",
            request_data=request_data,
            guardrail_status="success",
            tracing_detail=GuardrailTracingDetail(policy_template="GDPR"),
        )
        cg2.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response="blocked",
            request_data=request_data,
            guardrail_status="guardrail_intervened",
            tracing_detail=GuardrailTracingDetail(
                policy_template="EU AI Act Article 5"
            ),
        )

        slg_list = request_data["metadata"]["standard_logging_guardrail_information"]
        assert len(slg_list) == 2
        assert slg_list[0]["policy_template"] == "GDPR"
        assert slg_list[1]["policy_template"] == "EU AI Act Article 5"

    def test_classification_field_passed_through(self):
        """Classification dict for LLM-judge guardrails is passed through."""
        cg = CustomGuardrail(guardrail_name="judge-rail")
        request_data = {"metadata": {}}
        classification = {
            "flagged": True,
            "category": "workplace_emotion_recognition",
            "article_reference": "Article 5(1)(f)",
            "confidence": 0.94,
            "reason": "Request asks to analyze employee sentiment",
        }
        cg.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response="blocked",
            request_data=request_data,
            guardrail_status="guardrail_intervened",
            tracing_detail=GuardrailTracingDetail(
                classification=classification,
                detection_method="llm-judge",
                confidence_score=0.94,
            ),
        )
        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg["classification"] == classification
        assert slg["detection_method"] == "llm-judge"
        assert slg["confidence_score"] == 0.94


class TestCustomGuardrailSpendLogMatchRedaction:
    """Guardrail JSON persisted via standard_logging must not contain raw match spans."""

    def test_add_standard_logging_redacts_nested_match(self):
        cg = CustomGuardrail(guardrail_name="test-rail")
        raw = {
            "assessments": [
                {
                    "sensitiveInformationPolicy": {
                        "piiEntities": [
                            {"type": "NAME", "match": "GG", "action": "BLOCKED"}
                        ]
                    }
                }
            ]
        }
        request_data: dict = {"metadata": {}}
        cg.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response=raw,
            request_data=request_data,
            guardrail_status="guardrail_intervened",
        )
        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert (
            slg["guardrail_response"]["assessments"][0]["sensitiveInformationPolicy"][
                "piiEntities"
            ][0]["match"]
            == "[REDACTED]"
        )
        assert (
            raw["assessments"][0]["sensitiveInformationPolicy"]["piiEntities"][0][
                "match"
            ]
            == "GG"
        )

    def test_add_standard_logging_redacts_regex_field(self):
        cg = CustomGuardrail(guardrail_name="test-rail")
        raw = {"filters": [{"regex": r"\d{3}-\d{2}-\d{4}", "action": "BLOCKED"}]}
        request_data: dict = {"metadata": {}}
        cg.add_standard_logging_guardrail_information_to_request_data(
            guardrail_json_response=raw,
            request_data=request_data,
            guardrail_status="success",
        )
        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg["guardrail_response"]["filters"][0]["regex"] == "[REDACTED]"
        assert raw["filters"][0]["regex"] == r"\d{3}-\d{2}-\d{4}"


class TestGuardrailInterventionClassification:
    """A routing decision is a deliberate guardrail intervention, not a failure."""

    def test_sensitive_data_route_exception_is_intervention(self):
        from litellm.exceptions import SensitiveDataRouteException

        exc = SensitiveDataRouteException(
            route_to_model="on-prem-model",
            session_id="sess-1",
            guardrail_name="pii-rail",
        )
        assert CustomGuardrail._is_guardrail_intervention(exc) is True

    @pytest.mark.parametrize("status_code", [400, 403, 422])
    def test_block_signalling_http_exception_is_intervention(self, status_code):
        from fastapi.exceptions import HTTPException

        exc = HTTPException(status_code=status_code, detail="blocked by guardrail")
        assert CustomGuardrail._is_guardrail_intervention(exc) is True

    @pytest.mark.parametrize("status_code", [300, 401, 408, 429, 451, 499, 500, 502, 503])
    def test_non_block_http_exception_is_not_intervention(self, status_code):
        from fastapi.exceptions import HTTPException

        exc = HTTPException(status_code=status_code, detail="guardrail api error")
        assert CustomGuardrail._is_guardrail_intervention(exc) is False

    @pytest.mark.asyncio
    async def test_non_400_4xx_logged_as_intervened_not_failed(self):
        from fastapi.exceptions import HTTPException

        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class BlockingGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="block-rail",
                    event_hook=GuardrailEventHooks.pre_call,
                )

            @log_guardrail_information
            async def async_pre_call_hook(self, data, **kwargs):
                raise HTTPException(status_code=403, detail="blocked by guardrail")

        guardrail = BlockingGuardrail()
        request_data: dict = {"metadata": {}}

        with pytest.raises(HTTPException):
            await guardrail.async_pre_call_hook(data=request_data)

        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg["guardrail_status"] == "guardrail_intervened"

    @pytest.mark.asyncio
    async def test_routing_logged_as_intervened_not_failed(self):
        from litellm.exceptions import SensitiveDataRouteException
        from litellm.integrations.custom_guardrail import log_guardrail_information
        from litellm.types.guardrails import GuardrailEventHooks

        class RoutingGuardrail(CustomGuardrail):
            def __init__(self):
                super().__init__(
                    guardrail_name="pii-rail",
                    event_hook=GuardrailEventHooks.pre_call,
                )

            @log_guardrail_information
            async def async_pre_call_hook(self, data, **kwargs):
                raise SensitiveDataRouteException(
                    route_to_model="on-prem-model",
                    session_id="sess-1",
                    guardrail_name=self.guardrail_name,
                )

        guardrail = RoutingGuardrail()
        request_data: dict = {"metadata": {}}

        with pytest.raises(SensitiveDataRouteException):
            await guardrail.async_pre_call_hook(data=request_data)

        slg = request_data["metadata"]["standard_logging_guardrail_information"][0]
        assert slg["guardrail_status"] == "guardrail_intervened"


class _ApplyStyleGuardrail(CustomGuardrail):
    """Overrides only apply_guardrail, like openai_moderation; async_pre_call_hook stays the CustomLogger no-op."""

    def __init__(self, block: bool):
        from litellm.types.guardrails import GuardrailEventHooks

        super().__init__(
            guardrail_name="apply-style-guardrail",
            event_hook=GuardrailEventHooks.pre_call,
            default_on=False,
        )
        self.block = block
        self.apply_called = False
        self.seen_texts = None

    async def apply_guardrail(self, inputs, request_data, input_type, logging_obj=None):
        from fastapi import HTTPException

        self.apply_called = True
        self.seen_texts = inputs.get("texts")
        if self.block:
            raise HTTPException(status_code=400, detail={"error": "Violated moderation policy"})
        return inputs


class TestApplyGuardrailStyleDeploymentDispatch:
    """LIT-4217 regression: model-level guardrails that implement only the
    unified apply_guardrail interface must execute in
    async_pre_call_deployment_hook instead of silently hitting the
    async_pre_call_hook no-op."""

    @pytest.mark.asyncio
    @pytest.mark.parametrize("call_type", [CallTypes.completion, CallTypes.acompletion])
    async def test_blocks_when_requested_via_model_level_guardrails(self, call_type):
        from fastapi import HTTPException

        guardrail = _ApplyStyleGuardrail(block=True)
        kwargs = {
            "model": "gpt-4",
            "messages": [{"role": "user", "content": "flagged content"}],
            "guardrails": ["apply-style-guardrail"],
            "metadata": {},
        }

        with pytest.raises(HTTPException):
            await guardrail.async_pre_call_deployment_hook(kwargs, call_type)

        assert guardrail.apply_called is True
        assert guardrail.seen_texts == ["flagged content"]

    @pytest.mark.asyncio
    async def test_pass_path_runs_guardrail_and_strips_dispatch_key(self):
        guardrail = _ApplyStyleGuardrail(block=False)
        kwargs = {
            "model": "gpt-4",
            "messages": [{"role": "user", "content": "hello"}],
            "guardrails": ["apply-style-guardrail"],
            "metadata": {},
        }

        result = await guardrail.async_pre_call_deployment_hook(kwargs, CallTypes.acompletion)

        assert guardrail.apply_called is True
        assert result is not None
        assert "guardrail_to_apply" not in result
        assert result["messages"] == [{"role": "user", "content": "hello"}]

    @pytest.mark.asyncio
    async def test_skips_when_not_requested(self):
        guardrail = _ApplyStyleGuardrail(block=True)
        kwargs = {
            "model": "gpt-4",
            "messages": [{"role": "user", "content": "hello"}],
            "guardrails": ["some-other-guardrail"],
            "metadata": {},
        }

        result = await guardrail.async_pre_call_deployment_hook(kwargs, CallTypes.acompletion)

        assert guardrail.apply_called is False
        assert result is not None

    @pytest.mark.asyncio
    async def test_fails_closed_when_proxy_extras_missing(self):
        import sys
        from unittest.mock import patch

        guardrail = _ApplyStyleGuardrail(block=True)
        kwargs = {
            "model": "gpt-4",
            "messages": [{"role": "user", "content": "flagged content"}],
            "guardrails": ["apply-style-guardrail"],
            "metadata": {},
        }

        with patch.dict(sys.modules, {"litellm.proxy.utils": None}):
            with pytest.raises(ImportError, match="litellm\\[proxy\\]"):
                await guardrail.async_pre_call_deployment_hook(kwargs, CallTypes.acompletion)

        assert guardrail.apply_called is False


class TestOnlyScanNewMessages:
    """Incremental guardrail scanning: only send text segments not already scanned this session."""

    def _guardrail(self, **overrides):
        params = dict(guardrail_name="test-guard", only_scan_new_messages=True)
        params.update(overrides)
        return CustomGuardrail(**params)

    def _cache(self):
        from litellm.caching import DualCache

        return DualCache()

    @pytest.mark.asyncio
    async def test_disabled_returns_none(self):
        guardrail = self._guardrail(only_scan_new_messages=False)
        result = await guardrail.filter_new_texts_for_session(
            texts=["hi"],
            request_data={"litellm_session_id": "s1"},
            cache=self._cache(),
        )
        assert result is None

    @pytest.mark.asyncio
    async def test_no_session_id_fails_safe_to_full_scan(self):
        guardrail = self._guardrail()
        result = await guardrail.filter_new_texts_for_session(
            texts=["hi"],
            request_data={"metadata": {}},
            cache=self._cache(),
        )
        assert result is None

    @pytest.mark.asyncio
    async def test_masking_guardrail_not_supported(self):
        guardrail = self._guardrail(mask_request_content=True)
        result = await guardrail.filter_new_texts_for_session(
            texts=["hi"],
            request_data={"litellm_session_id": "s1"},
            cache=self._cache(),
        )
        assert result is None

    @pytest.mark.asyncio
    async def test_cache_read_failure_fails_safe_to_full_scan(self):
        from unittest.mock import AsyncMock

        guardrail = self._guardrail()
        cache = self._cache()
        cache.async_get_cache = AsyncMock(side_effect=RuntimeError("redis down"))
        result = await guardrail.filter_new_texts_for_session(
            texts=["hi"],
            request_data={"litellm_session_id": "s1"},
            cache=cache,
        )
        assert result is None

    @pytest.mark.asyncio
    async def test_dedupes_previously_scanned_texts(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"litellm_session_id": "sess-dedupe"}
        turn1 = ["you are helpful", "first question"]

        first = await guardrail.filter_new_texts_for_session(texts=turn1, request_data=request, cache=cache)
        assert first == turn1
        await guardrail.mark_texts_scanned(texts=turn1, request_data=request, cache=cache)

        turn2 = turn1 + ["an answer", "second question"]
        second = await guardrail.filter_new_texts_for_session(texts=turn2, request_data=request, cache=cache)
        assert second == ["an answer", "second question"]

    @pytest.mark.asyncio
    async def test_no_new_texts_returns_empty(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"litellm_session_id": "sess-empty"}
        texts = ["only message"]

        await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        await guardrail.mark_texts_scanned(texts=texts, request_data=request, cache=cache)

        again = await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        assert again == []

    @pytest.mark.asyncio
    async def test_modified_earlier_text_is_rescanned(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"litellm_session_id": "sess-edit"}
        original = ["original"]

        await guardrail.filter_new_texts_for_session(texts=original, request_data=request, cache=cache)
        await guardrail.mark_texts_scanned(texts=original, request_data=request, cache=cache)

        edited = ["original EDITED"]
        result = await guardrail.filter_new_texts_for_session(texts=edited, request_data=request, cache=cache)
        assert result == edited

    @pytest.mark.asyncio
    async def test_blocked_scan_does_not_persist_hashes(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"litellm_session_id": "sess-blocked"}
        texts = ["please block me"]

        filtered = await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        assert filtered == texts

        again = await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        assert again == texts

    @pytest.mark.asyncio
    async def test_scanned_hashes_written_with_fixed_ttl(self):
        from unittest.mock import AsyncMock

        from litellm.constants import GUARDRAIL_SCANNED_MESSAGES_CACHE_TTL_SECONDS

        guardrail = self._guardrail()
        cache = self._cache()
        cache.async_set_cache = AsyncMock()
        request = {"litellm_session_id": "sess-ttl"}

        await guardrail.mark_texts_scanned(texts=["a", "b"], request_data=request, cache=cache)

        cache.async_set_cache.assert_awaited_once()
        assert cache.async_set_cache.await_args.kwargs["ttl"] == GUARDRAIL_SCANNED_MESSAGES_CACHE_TTL_SECONDS

    @pytest.mark.asyncio
    async def test_session_id_from_metadata_is_used_for_dedupe(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"metadata": {"session_id": "sess-meta"}}
        texts = ["shared message"]

        await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        await guardrail.mark_texts_scanned(texts=texts, request_data=request, cache=cache)

        again = await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        assert again == []

    @pytest.mark.asyncio
    async def test_session_id_from_litellm_metadata_is_used_for_dedupe(self):
        guardrail = self._guardrail()
        cache = self._cache()
        request = {"litellm_metadata": {"session_id": "sess-lmeta"}}
        texts = ["shared message"]

        await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        await guardrail.mark_texts_scanned(texts=texts, request_data=request, cache=cache)

        again = await guardrail.filter_new_texts_for_session(texts=texts, request_data=request, cache=cache)
        assert again == []

    @pytest.mark.asyncio
    async def test_mark_texts_scanned_disabled_does_not_persist(self):
        from unittest.mock import AsyncMock

        guardrail = self._guardrail(only_scan_new_messages=False)
        cache = self._cache()
        cache.async_set_cache = AsyncMock()

        await guardrail.mark_texts_scanned(texts=["a"], request_data={"litellm_session_id": "s1"}, cache=cache)
        cache.async_set_cache.assert_not_awaited()

    @pytest.mark.asyncio
    async def test_mark_texts_scanned_masking_does_not_persist(self):
        from unittest.mock import AsyncMock

        guardrail = self._guardrail(mask_request_content=True)
        cache = self._cache()
        cache.async_set_cache = AsyncMock()

        await guardrail.mark_texts_scanned(texts=["a"], request_data={"litellm_session_id": "s1"}, cache=cache)
        cache.async_set_cache.assert_not_awaited()

    @pytest.mark.asyncio
    async def test_mark_texts_scanned_without_session_does_not_persist(self):
        from unittest.mock import AsyncMock

        guardrail = self._guardrail()
        cache = self._cache()
        cache.async_set_cache = AsyncMock()

        await guardrail.mark_texts_scanned(texts=["a"], request_data={"metadata": {}}, cache=cache)
        cache.async_set_cache.assert_not_awaited()

    @pytest.mark.asyncio
    async def test_mark_texts_scanned_survives_cache_write_failure(self):
        from unittest.mock import AsyncMock

        guardrail = self._guardrail()
        cache = self._cache()
        cache.async_set_cache = AsyncMock(side_effect=RuntimeError("redis down"))

        await guardrail.mark_texts_scanned(texts=["a"], request_data={"litellm_session_id": "s1"}, cache=cache)


def _guardrail_entries(request_data: dict) -> list:
    container = request_data.get("metadata") or request_data.get("litellm_metadata") or {}
    entries = container.get("standard_logging_guardrail_information")
    return entries if isinstance(entries, list) else []


class _NoopGuardrail(CustomGuardrail):
    """apply_guardrail that returns the inputs untouched and records nothing."""

    @log_guardrail_information
    async def apply_guardrail(self, inputs, request_data, input_type, logging_obj=None):
        return inputs


class _NoopSelfLoggingGuardrail(_NoopGuardrail):
    records_own_guardrail_information = True


class TestRecordsOwnGuardrailInformation:
    """The @log_guardrail_information decorator must not synthesize an "allow"/"success"
    entry for a no-op apply_guardrail when the guardrail sets
    records_own_guardrail_information (LIT-4650)."""

    @pytest.mark.asyncio
    async def test_default_noop_apply_guardrail_is_auto_logged(self):
        guardrail = _NoopGuardrail(guardrail_name="g1")
        request_data: dict = {"model": "gpt-4o"}

        await guardrail.apply_guardrail(
            inputs=GenericGuardrailAPIInputs(texts=["x"]),
            request_data=request_data,
            input_type="request",
        )

        entries = _guardrail_entries(request_data)
        assert len(entries) == 1
        assert entries[0]["guardrail_status"] == "success"

    @pytest.mark.asyncio
    async def test_self_logging_noop_apply_guardrail_is_not_logged(self):
        guardrail = _NoopSelfLoggingGuardrail(guardrail_name="g2")
        request_data: dict = {"model": "gpt-4o"}

        await guardrail.apply_guardrail(
            inputs=GenericGuardrailAPIInputs(texts=["x"]),
            request_data=request_data,
            input_type="request",
        )

        assert _guardrail_entries(request_data) == []