diff --git a/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos/1.1.kt b/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos/1.1.kt
new file mode 100644
index 00000000000..22e78f16112
--- /dev/null
+++ b/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos/1.1.kt
@@ -0,0 +1,30 @@
+// WITH_RUNTIME
+
+/*
+ * KOTLIN CODEGEN BOX SPEC TEST (POSITIVE)
+ *
+ * SPEC VERSION: 0.1-220
+ * PLACE: expressions, prefix-expressions, logical-not-expression -> paragraph 2 -> sentence 1
+ * RELEVANT PLACES: expressions, prefix-expressions, logical-not-expression -> paragraph 1 -> sentence 1
+ * expressions, prefix-expressions, logical-not-expression -> paragraph 1 -> sentence 2
+ * expressions, prefix-expressions, logical-not-expression -> paragraph 3 -> sentence 1
+ * NUMBER: 1
+ * DESCRIPTION:
+ */
+
+class A(var a: Int) {
+    var isCalled = false
+    operator fun not(): A {
+        isCalled = true
+        return A(a)
+    }
+}
+
+fun box(): String {
+    val a = A(-1)
+    val a1 = !a
+    if (!a1.isCalled && a.isCalled) {
+        return "OK"
+    }
+    return "NOK"
+}
diff --git a/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json b/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json
new file mode 100644
index 00000000000..1bdc9bc15aa
--- /dev/null
+++ b/compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json
@@ -0,0 +1,27 @@
+{
+  "2": {
+    "pos": {
+      "1": [
+        {
+          "specVersion": "0.1-220",
+          "casesNumber": 0,
+          "description": "",
+          "unexpectedBehaviour": false
+        }
+      ]
+    }
+  },
+  "1": {
+    "pos": {
+      "1": [
+        {
+          "specVersion": "0.1-220",
+          "casesNumber": 0,
+          "description": "",
+          "path": "compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos/1.1.kt",
+          "unexpectedBehaviour": false
+        }
+      ]
+    }
+  }
+}
\ No newline at end of file
diff --git a/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos/1.1.kt b/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos/1.1.kt
new file mode 100644
index 00000000000..ba1f64e9391
--- /dev/null
+++ b/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos/1.1.kt
@@ -0,0 +1,33 @@
+// !LANGUAGE: +NewInference
+// !DIAGNOSTICS: -UNUSED_VARIABLE -ASSIGNED_BUT_NEVER_ACCESSED_VARIABLE -UNUSED_VALUE -UNUSED_PARAMETER -UNUSED_EXPRESSION
+// SKIP_TXT
+
+/*
+ * KOTLIN DIAGNOSTICS SPEC TEST (POSITIVE)
+ *
+ * SPEC VERSION: 0.1-218
+ * PLACE: expressions, prefix-expressions, logical-not-expression -> paragraph 3 -> sentence 1
+ * NUMBER: 1
+ * DESCRIPTION: No additional restrictions apply for unary minus
+ * HELPERS: checkType
+ */
+
+
+// TESTCASE NUMBER: 1
+class Case1(var a: Int) {
+    operator fun not(): Nothing? { TODO() }
+}
+
+fun case1() {
+    val a = !Case1(1)
+}
+
+// TESTCASE NUMBER: 2
+class Case2(var a: Int) {
+    operator fun not(): Any? { TODO() }
+}
+
+fun case2() {
+    val a = !Case2(1)
+}
+
diff --git a/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json b/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json
new file mode 100644
index 00000000000..5152cde8563
--- /dev/null
+++ b/compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/testsMap.json
@@ -0,0 +1,14 @@
+{
+  "3": {
+    "pos": {
+      "1": [
+        {
+          "specVersion": "0.1-218",
+          "casesNumber": 2,
+          "description": "No additional restrictions apply for unary minus",
+          "unexpectedBehaviour": false
+        }
+      ]
+    }
+  }
+}
\ No newline at end of file
diff --git a/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/checkers/DiagnosticsTestSpecGenerated.java b/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/checkers/DiagnosticsTestSpecGenerated.java
index 7af7e9dda77..2918298a9f2 100644
--- a/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/checkers/DiagnosticsTestSpecGenerated.java
+++ b/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/checkers/DiagnosticsTestSpecGenerated.java
@@ -2004,6 +2004,50 @@ public class DiagnosticsTestSpecGenerated extends AbstractDiagnosticsTestSpec {
                     KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions"), Pattern.compile("^(.+)\\.kt$"), true);
                 }
 
+                @TestMetadata("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression")
+                @TestDataPath("$PROJECT_ROOT")
+                @RunWith(JUnit3RunnerWithInners.class)
+                public static class Logical_not_expression extends AbstractDiagnosticsTestSpec {
+                    private void runTest(String testDataFilePath) throws Exception {
+                        KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                    }
+
+                    public void testAllFilesPresentInLogical_not_expression() throws Exception {
+                        KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression"), Pattern.compile("^(.+)\\.kt$"), true);
+                    }
+
+                    @TestMetadata("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3")
+                    @TestDataPath("$PROJECT_ROOT")
+                    @RunWith(JUnit3RunnerWithInners.class)
+                    public static class P_3 extends AbstractDiagnosticsTestSpec {
+                        private void runTest(String testDataFilePath) throws Exception {
+                            KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                        }
+
+                        public void testAllFilesPresentInP_3() throws Exception {
+                            KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3"), Pattern.compile("^(.+)\\.kt$"), true);
+                        }
+
+                        @TestMetadata("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos")
+                        @TestDataPath("$PROJECT_ROOT")
+                        @RunWith(JUnit3RunnerWithInners.class)
+                        public static class Pos extends AbstractDiagnosticsTestSpec {
+                            private void runTest(String testDataFilePath) throws Exception {
+                                KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                            }
+
+                            @TestMetadata("1.1.kt")
+                            public void test1_1() throws Exception {
+                                runTest("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos/1.1.kt");
+                            }
+
+                            public void testAllFilesPresentInPos() throws Exception {
+                                KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/logical-not-expression/p-3/pos"), Pattern.compile("^(.+)\\.kt$"), true);
+                            }
+                        }
+                    }
+                }
+
                 @TestMetadata("compiler/tests-spec/testData/diagnostics/linked/expressions/prefix-expressions/prefix-decrement-expression")
                 @TestDataPath("$PROJECT_ROOT")
                 @RunWith(JUnit3RunnerWithInners.class)
diff --git a/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/codegen/BlackBoxCodegenTestSpecGenerated.java b/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/codegen/BlackBoxCodegenTestSpecGenerated.java
index 8ad8cb7b303..9021a6dcf34 100644
--- a/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/codegen/BlackBoxCodegenTestSpecGenerated.java
+++ b/compiler/tests-spec/tests/org/jetbrains/kotlin/spec/codegen/BlackBoxCodegenTestSpecGenerated.java
@@ -1493,6 +1493,50 @@ public class BlackBoxCodegenTestSpecGenerated extends AbstractBlackBoxCodegenTes
                     KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions"), Pattern.compile("^(.+)\\.kt$"), true);
                 }
 
+                @TestMetadata("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression")
+                @TestDataPath("$PROJECT_ROOT")
+                @RunWith(JUnit3RunnerWithInners.class)
+                public static class Logical_not_expression extends AbstractBlackBoxCodegenTestSpec {
+                    private void runTest(String testDataFilePath) throws Exception {
+                        KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                    }
+
+                    public void testAllFilesPresentInLogical_not_expression() throws Exception {
+                        KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression"), Pattern.compile("^(.+)\\.kt$"), true);
+                    }
+
+                    @TestMetadata("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2")
+                    @TestDataPath("$PROJECT_ROOT")
+                    @RunWith(JUnit3RunnerWithInners.class)
+                    public static class P_2 extends AbstractBlackBoxCodegenTestSpec {
+                        private void runTest(String testDataFilePath) throws Exception {
+                            KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                        }
+
+                        public void testAllFilesPresentInP_2() throws Exception {
+                            KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2"), Pattern.compile("^(.+)\\.kt$"), true);
+                        }
+
+                        @TestMetadata("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos")
+                        @TestDataPath("$PROJECT_ROOT")
+                        @RunWith(JUnit3RunnerWithInners.class)
+                        public static class Pos extends AbstractBlackBoxCodegenTestSpec {
+                            private void runTest(String testDataFilePath) throws Exception {
+                                KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+                            }
+
+                            @TestMetadata("1.1.kt")
+                            public void test1_1() throws Exception {
+                                runTest("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos/1.1.kt");
+                            }
+
+                            public void testAllFilesPresentInPos() throws Exception {
+                                KotlinTestUtils.assertAllTestsPresentByMetadata(this.getClass(), new File("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/logical-not-expression/p-2/pos"), Pattern.compile("^(.+)\\.kt$"), true);
+                            }
+                        }
+                    }
+                }
+
                 @TestMetadata("compiler/tests-spec/testData/codegen/box/linked/expressions/prefix-expressions/prefix-decrement-expression")
                 @TestDataPath("$PROJECT_ROOT")
                 @RunWith(JUnit3RunnerWithInners.class)