diff --git a/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerTestFE10TestdataTestGenerated.java b/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerTestFE10TestdataTestGenerated.java
index 52914ef7910..f51b02d90b6 100644
--- a/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerTestFE10TestdataTestGenerated.java
+++ b/analysis/low-level-api-fir/tests/org/jetbrains/kotlin/analysis/low/level/api/fir/diagnostic/compiler/based/DiagnosisCompilerTestFE10TestdataTestGenerated.java
@@ -12934,6 +12934,12 @@ public class DiagnosisCompilerTestFE10TestdataTestGenerated extends AbstractDiag
                 runTest("compiler/testData/diagnostics/tests/imports/DoubleImports.kt");
             }
 
+            @Test
+            @TestMetadata("EnumEntryVsStaticAmbiguity.kt")
+            public void testEnumEntryVsStaticAmbiguity() throws Exception {
+                runTest("compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt");
+            }
+
             @Test
             @TestMetadata("ExplicitImportsAmbiguity.kt")
             public void testExplicitImportsAmbiguity() throws Exception {
diff --git a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsTestGenerated.java b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsTestGenerated.java
index 9e0021461ad..e986b1bfd40 100644
--- a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsTestGenerated.java
+++ b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsTestGenerated.java
@@ -12934,6 +12934,12 @@ public class FirOldFrontendDiagnosticsTestGenerated extends AbstractFirDiagnosti
                 runTest("compiler/testData/diagnostics/tests/imports/DoubleImports.kt");
             }
 
+            @Test
+            @TestMetadata("EnumEntryVsStaticAmbiguity.kt")
+            public void testEnumEntryVsStaticAmbiguity() throws Exception {
+                runTest("compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt");
+            }
+
             @Test
             @TestMetadata("ExplicitImportsAmbiguity.kt")
             public void testExplicitImportsAmbiguity() throws Exception {
diff --git a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsWithLightTreeTestGenerated.java b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsWithLightTreeTestGenerated.java
index 628e178b0f8..aa0fd212a51 100644
--- a/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsWithLightTreeTestGenerated.java
+++ b/compiler/fir/analysis-tests/tests-gen/org/jetbrains/kotlin/test/runners/FirOldFrontendDiagnosticsWithLightTreeTestGenerated.java
@@ -12934,6 +12934,12 @@ public class FirOldFrontendDiagnosticsWithLightTreeTestGenerated extends Abstrac
                 runTest("compiler/testData/diagnostics/tests/imports/DoubleImports.kt");
             }
 
+            @Test
+            @TestMetadata("EnumEntryVsStaticAmbiguity.kt")
+            public void testEnumEntryVsStaticAmbiguity() throws Exception {
+                runTest("compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt");
+            }
+
             @Test
             @TestMetadata("ExplicitImportsAmbiguity.kt")
             public void testExplicitImportsAmbiguity() throws Exception {
diff --git a/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.fir.kt b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.fir.kt
new file mode 100644
index 00000000000..17ecfc2a4f2
--- /dev/null
+++ b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.fir.kt
@@ -0,0 +1,28 @@
+// KT-49200
+// FILE: first/KtNodeTypes.java
+
+package first;
+
+public interface KtNodeTypes {
+    String SOME = "Some";
+}
+
+// FILE: SomeEnum.kt
+
+package second
+
+enum class SomeEnum {
+    SOME;
+}
+
+// FILE: test.kt
+
+import first.KtNodeTypes.*
+import second.SomeEnum.*
+
+fun test(arg: String): Boolean {
+    return when (arg) {
+        <!OVERLOAD_RESOLUTION_AMBIGUITY!>SOME<!> -> true
+        else -> false
+    }
+}
diff --git a/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt
new file mode 100644
index 00000000000..41d6adccc55
--- /dev/null
+++ b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt
@@ -0,0 +1,28 @@
+// KT-49200
+// FILE: first/KtNodeTypes.java
+
+package first;
+
+public interface KtNodeTypes {
+    String SOME = "Some";
+}
+
+// FILE: SomeEnum.kt
+
+package second
+
+enum class SomeEnum {
+    SOME;
+}
+
+// FILE: test.kt
+
+import first.KtNodeTypes.*
+import second.SomeEnum.*
+
+fun test(arg: String): Boolean {
+    return when (arg) {
+        SOME -> true
+        else -> false
+    }
+}
diff --git a/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.txt b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.txt
new file mode 100644
index 00000000000..9e2def9a15f
--- /dev/null
+++ b/compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.txt
@@ -0,0 +1,37 @@
+package
+
+public fun test(/*0*/ arg: kotlin.String): kotlin.Boolean
+
+package first {
+
+    public interface KtNodeTypes {
+        public open override /*1*/ /*fake_override*/ fun equals(/*0*/ other: kotlin.Any?): kotlin.Boolean
+        public open override /*1*/ /*fake_override*/ fun hashCode(): kotlin.Int
+        public open override /*1*/ /*fake_override*/ fun toString(): kotlin.String
+
+        // Static members
+        public const final val SOME: kotlin.String = "Some"
+    }
+}
+
+package second {
+
+    public final enum class SomeEnum : kotlin.Enum<second.SomeEnum> {
+        enum entry SOME
+
+        private constructor SomeEnum()
+        @kotlin.internal.IntrinsicConstEvaluation public final override /*1*/ /*fake_override*/ val name: kotlin.String
+        public final override /*1*/ /*fake_override*/ val ordinal: kotlin.Int
+        protected final override /*1*/ /*fake_override*/ fun clone(): kotlin.Any
+        public final override /*1*/ /*fake_override*/ fun compareTo(/*0*/ other: second.SomeEnum): kotlin.Int
+        public final override /*1*/ /*fake_override*/ fun equals(/*0*/ other: kotlin.Any?): kotlin.Boolean
+        protected/*protected and package*/ final override /*1*/ /*fake_override*/ /*isHiddenForResolutionEverywhereBesideSupercalls*/ fun finalize(): kotlin.Unit
+        public final override /*1*/ /*fake_override*/ /*isHiddenForResolutionEverywhereBesideSupercalls*/ fun getDeclaringClass(): java.lang.Class<second.SomeEnum!>!
+        public final override /*1*/ /*fake_override*/ fun hashCode(): kotlin.Int
+        public open override /*1*/ /*fake_override*/ fun toString(): kotlin.String
+
+        // Static members
+        public final /*synthesized*/ fun valueOf(/*0*/ value: kotlin.String): second.SomeEnum
+        public final /*synthesized*/ fun values(): kotlin.Array<second.SomeEnum>
+    }
+}
diff --git a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/DiagnosticTestGenerated.java b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/DiagnosticTestGenerated.java
index 7d04eca9231..48ed0783eb0 100644
--- a/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/DiagnosticTestGenerated.java
+++ b/compiler/tests-common-new/tests-gen/org/jetbrains/kotlin/test/runners/DiagnosticTestGenerated.java
@@ -12940,6 +12940,12 @@ public class DiagnosticTestGenerated extends AbstractDiagnosticTest {
                 runTest("compiler/testData/diagnostics/tests/imports/DoubleImports.kt");
             }
 
+            @Test
+            @TestMetadata("EnumEntryVsStaticAmbiguity.kt")
+            public void testEnumEntryVsStaticAmbiguity() throws Exception {
+                runTest("compiler/testData/diagnostics/tests/imports/EnumEntryVsStaticAmbiguity.kt");
+            }
+
             @Test
             @TestMetadata("ExplicitImportsAmbiguity.kt")
             public void testExplicitImportsAmbiguity() throws Exception {