Output distinct types when type names are ambiguous

mypy/messages.py

@@ -1656,11 +1656,9 @@ def redundant_cast(self, typ: Type, context: Context) -> None:
         )
 
     def assert_type_fail(self, source_type: Type, target_type: Type, context: Context) -> None:
+        (source, target) = format_type_distinctly(source_type, target_type, options=self.options)
         self.fail(
-            f"Expression is of type {format_type(source_type, self.options)}, "
-            f"not {format_type(target_type, self.options)}",
-            context,
-            code=codes.ASSERT_TYPE,
+            f"Expression is of type {source}, " f"not {target}", context, code=codes.ASSERT_TYPE
         )
 
     def unimported_type_becomes_any(self, prefix: str, typ: Type, ctx: Context) -> None:

test-data/unit/check-assert-type-fail.test

@@ -0,0 +1,28 @@
+[case testAssertTypeFail1]
+import typing
+import array as arr
+class array:
+    pass
+def f(si: arr.array[int]):
+    typing.assert_type(si, array) # E: Expression is of type "array.array[int]", not "__main__.array"
+[builtins fixtures/tuple.pyi]
+
+[case testAssertTypeFail2]
+import typing
+import array as arr
+class array:
+    class array:
+        i = 1
+def f(si: arr.array[int]):
+    typing.assert_type(si, array.array) # E: Expression is of type "array.array[int]", not "__main__.array.array"
+[builtins fixtures/tuple.pyi]
+
+[case testAssertTypeFail3]
+import typing
+import array as arr
+class array:
+    class array:
+        i = 1
+def f(si: arr.array[int]):
+    typing.assert_type(si, int) # E: Expression is of type "array[int]", not "int"
+[builtins fixtures/tuple.pyi]