diff --git a/test_tools/data/layers/layer_with_two_main_files.zip b/test_tools/data/layers/layer_with_two_main_files.zip
new file mode 100644
index 000000000..c26e09ca9
Binary files /dev/null and b/test_tools/data/layers/layer_with_two_main_files.zip differ
diff --git a/tests/dynamic_data/publications.py b/tests/dynamic_data/publications.py
index 12cfa4304..aa6049743 100644
--- a/tests/dynamic_data/publications.py
+++ b/tests/dynamic_data/publications.py
@@ -1,3 +1,4 @@
+from layman import LaymanError
 import tests.asserts.final.publication as publication
 import tests.asserts.processing as processing
 from test_tools import process_client
@@ -52,6 +53,31 @@
         },
     ],
     Publication(consts.COMMON_WORKSPACE, consts.LAYER_TYPE, 'zipped_sld'): [
+        {
+            consts.KEY_ACTION: {
+                consts.KEY_CALL: Action(process_client.publish_workspace_publication, {
+                    'file_paths': ['test_tools/data/layers/layer_with_two_main_files.zip'],
+                }),
+                consts.KEY_CALL_EXCEPTION: {
+                    consts.KEY_EXCEPTION: LaymanError,
+                    consts.KEY_EXCEPTION_ASSERTS: [
+                        Action(processing.exception.response_exception, {'expected': {'http_code': 400,
+                                                                                      'code': 2,
+                                                                                      'message': 'Wrong parameter value',
+                                                                                      'detail': {
+                                                                                          'expected': 'At most one file with any of extensions: .geojson, .shp, .tiff, .tif, .jp2, .png, .jpg',
+                                                                                          'files': [
+                                                                                              'layer_with_two_main_files.zip/layer_with_two_main_files/geojson/small_layer.geojson',
+                                                                                              'layer_with_two_main_files.zip/layer_with_two_main_files/raster/sample_tif_rgb.tif'],
+                                                                                          'parameter': 'file'},
+                                                                                      }, }, ),
+                    ],
+                },
+            },
+            consts.KEY_FINAL_ASSERTS: [
+                Action(publication.internal.does_not_exist, dict())
+            ],
+        },
         {
             consts.KEY_ACTION: {
                 consts.KEY_CALL: Action(process_client.publish_workspace_publication, {