1 files changed, 28 insertions, 4 deletions
diff --git a/tests/bot/cogs/test_antimalware.py b/tests/bot/cogs/test_antimalware.py
index 67c640d23..b4e31b5ce 100644
--- a/tests/bot/cogs/test_antimalware.py
+++ b/tests/bot/cogs/test_antimalware.py
@@ -1,14 +1,17 @@
 import asyncio
 import logging
 import unittest
+from os.path import splitext
 from unittest.mock import AsyncMock, Mock
 
 from discord import NotFound
 
 from bot.cogs import antimalware
-from bot.constants import Roles, URLs
+from bot.constants import AntiMalware as AntiMalwareConfig, Roles, URLs
 from tests.helpers import MockAttachment, MockBot, MockMessage, MockRole
 
+MODULE = "bot.cogs.antimalware"
+
 
 class AntiMalwareCogTests(unittest.TestCase):
     """Test the AntiMalware cog."""
@@ -78,17 +81,38 @@ class AntiMalwareCogTests(unittest.TestCase):
 
     def test_removing_deleted_message_logs(self):
         """Removing an already deleted message logs the correct message"""
-        attachment = MockAttachment(filename="python.py")
+        attachment = MockAttachment(filename="python.asdfsff")
         self.message.attachments = [attachment]
         self.message.delete = AsyncMock(side_effect=NotFound(response=Mock(status=""), message=""))
 
         coroutine = self.cog.on_message(self.message)
-        logger = logging.getLogger("bot.cogs.antimalware")
+        logger = logging.getLogger(MODULE)
 
         with self.assertLogs(logger=logger, level="INFO") as logs:
             asyncio.run(coroutine)
         self.assertIn(
-            f"INFO:bot.cogs.antimalware:Tried to delete message `{self.message.id}`, but message could not be found.",
+            f"INFO:{MODULE}:Tried to delete message `{self.message.id}`, but message could not be found.",
+            logs.output)
+
+    def test_message_with_illegal_attachment_logs(self):
+        """Deleting a message with an illegal attachment should result in a log."""
+        attachment = MockAttachment(filename="python.asdfsff")
+        self.message.attachments = [attachment]
+
+        coroutine = self.cog.on_message(self.message)
+        file_extensions = {splitext(attachment.filename.lower())[1] for attachment in self.message.attachments}
+        extensions_blocked = file_extensions - set(AntiMalwareConfig.whitelist)
+        blocked_extensions_str = ', '.join(extensions_blocked)
+        logger = logging.getLogger(MODULE)
+
+        with self.assertLogs(logger=logger, level="INFO") as logs:
+            asyncio.run(coroutine)
+        self.assertEqual(
+            [
+                f"INFO:{MODULE}:"
+                f"User '{self.message.author}' ({self.message.author.id}) "
+                f"uploaded blacklisted file(s): {blocked_extensions_str}"
+            ],
             logs.output)