diff --git a/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerFirTestdataTestGenerated.java b/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerFirTestdataTestGenerated.java
index 5245c90359c..5d296f04e48 100644
--- a/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerFirTestdataTestGenerated.java
+++ b/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerFirTestdataTestGenerated.java
@@ -674,6 +674,22 @@ public class DiagnosisCompilerFirTestdataTestGenerated extends AbstractDiagnosis
             runTest("compiler/fir/analysis-tests/testData/resolve/whenWithWhenAsStatement.kt");
         }
 
+        @Nested
+        @TestMetadata("compiler/fir/analysis-tests/testData/resolve/annotations")
+        @TestDataPath("$PROJECT_ROOT")
+        public class Annotations {
+            @Test
+            public void testAllFilesPresentInAnnotations() throws Exception {
+                KtTestUtil.assertAllTestsPresentByMetadataWithExcluded(this.getClass(), new File("compiler/fir/analysis-tests/testData/resolve/annotations"), Pattern.compile("^([^.]+)\\.kt$"), null, true);
+            }
+
+            @Test
+            @TestMetadata("kt55286.kt")
+            public void testKt55286() throws Exception {
+                runTest("compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt");
+            }
+        }
+
         @Nested
         @TestMetadata("compiler/fir/analysis-tests/testData/resolve/arguments")
         @TestDataPath("$PROJECT_ROOT")
diff --git a/compiler/fir/analysis-tests/legacy-fir-tests/tests-gen/org/jetbrains/kotlin/fir/LazyBodyIsNotTouchedTilContractsPhaseTestGenerated.java b/compiler/fir/analysis-tests/legacy-fir-tests/tests-gen/org/jetbrains/kotlin/fir/LazyBodyIsNotTouchedTilContractsPhaseTestGenerated.java
index a7f8e4f859c..d48d0278bb8 100644
--- a/compiler/fir/analysis-tests/legacy-fir-tests/tests-gen/org/jetbrains/kotlin/fir/LazyBodyIsNotTouchedTilContractsPhaseTestGenerated.java
+++ b/compiler/fir/analysis-tests/legacy-fir-tests/tests-gen/org/jetbrains/kotlin/fir/LazyBodyIsNotTouchedTilContractsPhaseTestGenerated.java
@@ -569,6 +569,24 @@ public class LazyBodyIsNotTouchedTilContractsPhaseTestGenerated extends Abstract
         runTest("compiler/fir/analysis-tests/testData/resolve/whenWithWhenAsStatement.kt");
     }
 
+    @TestMetadata("compiler/fir/analysis-tests/testData/resolve/annotations")
+    @TestDataPath("$PROJECT_ROOT")
+    @RunWith(JUnit3RunnerWithInners.class)
+    public static class Annotations extends AbstractLazyBodyIsNotTouchedTilContractsPhaseTest {
+        private void runTest(String testDataFilePath) throws Exception {
+            KotlinTestUtils.runTest(this::doTest, this, testDataFilePath);
+        }
+
+        public void testAllFilesPresentInAnnotations() throws Exception {
+            KtTestUtil.assertAllTestsPresentByMetadataWithExcluded(this.getClass(), new File("compiler/fir/analysis-tests/testData/resolve/annotations"), Pattern.compile("^([^.]+)\\.kt$"), null, true);
+        }
+
+        @TestMetadata("kt55286.kt")
+        public void testKt55286() throws Exception {
+            runTest("compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt");
+        }
+    }
+
     @TestMetadata("compiler/fir/analysis-tests/testData/resolve/arguments")
     @TestDataPath("$PROJECT_ROOT")
     @RunWith(JUnit3RunnerWithInners.class)
diff --git a/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.fir.txt b/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.fir.txt
new file mode 100644
index 00000000000..f02e0bd3fdd
--- /dev/null
+++ b/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.fir.txt
@@ -0,0 +1,32 @@
+FILE: kt55286.kt
+    public final annotation class Deprecated<T> : R|kotlin/Annotation| {
+        public constructor<T>(): R|Deprecated<T>| {
+            super<R|kotlin/Any|>()
+        }
+
+    }
+    public open class Base : R|kotlin/Any| {
+        public constructor(@R|Deprecated<ERROR CLASS: Symbol not found for Nested>|() a: R|kotlin/String|): R|Base| {
+            super<R|kotlin/Any|>()
+        }
+
+        @R|Deprecated<ERROR CLASS: Symbol not found for Nested>|() public final val a: R|kotlin/String| = R|<local>/a|
+            public get(): R|kotlin/String|
+
+        public final class Nested : R|kotlin/Any| {
+            public constructor(): R|Base.Nested| {
+                super<R|kotlin/Any|>()
+            }
+
+        }
+
+    }
+    public final class Derived : R|Base| {
+        public constructor(@R|Deprecated<ERROR CLASS: Symbol not found for Nested>|() b: R|kotlin/String|): R|Derived| {
+            super<R|Base|>(String())
+        }
+
+        @R|Deprecated<ERROR CLASS: Symbol not found for Nested>|() public final val b: R|kotlin/String| = R|<local>/b|
+            public get(): R|kotlin/String|
+
+    }
diff --git a/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt b/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt
new file mode 100644
index 00000000000..8040eecf4c1
--- /dev/null
+++ b/compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt
@@ -0,0 +1,13 @@
+// ISSUE: KT-55286
+
+annotation class Deprecated<T>
+
+open class Base(
+    @Deprecated<<!UNRESOLVED_REFERENCE, UNRESOLVED_REFERENCE!>Nested<!>> val a: String,
+) {
+    class Nested
+}
+
+class Derived(
+    @Deprecated<<!UNRESOLVED_REFERENCE, UNRESOLVED_REFERENCE!>Nested<!>> val b: String,
+) : Base("")
diff --git a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticTestGenerated.java b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticTestGenerated.java
index 40177b87712..b3f43199a04 100644
--- a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticTestGenerated.java
+++ b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticTestGenerated.java
@@ -674,6 +674,22 @@ public class FirDiagnosticTestGenerated extends AbstractFirDiagnosticTest {
             runTest("compiler/fir/analysis-tests/testData/resolve/whenWithWhenAsStatement.kt");
         }
 
+        @Nested
+        @TestMetadata("compiler/fir/analysis-tests/testData/resolve/annotations")
+        @TestDataPath("$PROJECT_ROOT")
+        public class Annotations {
+            @Test
+            public void testAllFilesPresentInAnnotations() throws Exception {
+                KtTestUtil.assertAllTestsPresentByMetadataWithExcluded(this.getClass(), new File("compiler/fir/analysis-tests/testData/resolve/annotations"), Pattern.compile("^([^.]+)\\.kt$"), null, true);
+            }
+
+            @Test
+            @TestMetadata("kt55286.kt")
+            public void testKt55286() throws Exception {
+                runTest("compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt");
+            }
+        }
+
         @Nested
         @TestMetadata("compiler/fir/analysis-tests/testData/resolve/arguments")
         @TestDataPath("$PROJECT_ROOT")
diff --git a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticsWithLightTreeTestGenerated.java b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticsWithLightTreeTestGenerated.java
index 820045a5b41..232fae1d75e 100644
--- a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticsWithLightTreeTestGenerated.java
+++ b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirDiagnosticsWithLightTreeTestGenerated.java
@@ -674,6 +674,22 @@ public class FirDiagnosticsWithLightTreeTestGenerated extends AbstractFirDiagnos
             runTest("compiler/fir/analysis-tests/testData/resolve/whenWithWhenAsStatement.kt");
         }
 
+        @Nested
+        @TestMetadata("compiler/fir/analysis-tests/testData/resolve/annotations")
+        @TestDataPath("$PROJECT_ROOT")
+        public class Annotations {
+            @Test
+            public void testAllFilesPresentInAnnotations() throws Exception {
+                KtTestUtil.assertAllTestsPresentByMetadataWithExcluded(this.getClass(), new File("compiler/fir/analysis-tests/testData/resolve/annotations"), Pattern.compile("^([^.]+)\\.kt$"), null, true);
+            }
+
+            @Test
+            @TestMetadata("kt55286.kt")
+            public void testKt55286() throws Exception {
+                runTest("compiler/fir/analysis-tests/testData/resolve/annotations/kt55286.kt");
+            }
+        }
+
         @Nested
         @TestMetadata("compiler/fir/analysis-tests/testData/resolve/arguments")
         @TestDataPath("$PROJECT_ROOT")