diff --git a/src/main/java/ru/soune/nocopy/handler/FileEntityHandler.java b/src/main/java/ru/soune/nocopy/handler/FileEntityHandler.java
index b2bebb0..bea5c6a 100644
--- a/src/main/java/ru/soune/nocopy/handler/FileEntityHandler.java
+++ b/src/main/java/ru/soune/nocopy/handler/FileEntityHandler.java
@@ -10,16 +10,12 @@ import org.springframework.data.domain.Sort;
 import org.springframework.stereotype.Component;
 import ru.soune.nocopy.dto.*;
 import ru.soune.nocopy.dto.file.*;
-import ru.soune.nocopy.entity.file.FileAppeal;
-import ru.soune.nocopy.entity.file.FileEntity;
-import ru.soune.nocopy.entity.file.FileStatus;
-import ru.soune.nocopy.entity.file.ProtectionStatus;
+import ru.soune.nocopy.entity.file.*;
 import ru.soune.nocopy.entity.file.moderation.ModerationLog;
+import ru.soune.nocopy.entity.monitoring.FileMonitoringEntity;
 import ru.soune.nocopy.exception.*;
-import ru.soune.nocopy.repository.FileAppealRepository;
-import ru.soune.nocopy.repository.FileEntityRepository;
+import ru.soune.nocopy.repository.*;
 import ru.soune.nocopy.service.file.cloud.CloudStorageService;
-import ru.soune.nocopy.repository.ModerationLogRepository;
 import ru.soune.nocopy.service.file.moderation.ModerationService;
 import ru.soune.nocopy.service.register.AuthService;
 import ru.soune.nocopy.service.file.FileEntityService;
@@ -48,6 +44,8 @@ public class FileEntityHandler implements RequestHandler {
 
     private final FileEntityRepository fileEntityRepository;
 
+    private final FileMonitoringRepository fileMonitoringRepository;
+
     private final CloudStorageService cloudStorageService;
 
     private final ModerationService moderationService;
@@ -56,6 +54,8 @@ public class FileEntityHandler implements RequestHandler {
 
     private final ModerationLogRepository moderationLogRepository;
 
+    private final ImageHashRepository imageHashRepository;
+
     @Override
     public BaseResponse handle(BaseRequest request) {
         try {
@@ -715,7 +715,25 @@ public class FileEntityHandler implements RequestHandler {
         }
 
         if (!deletedIds.isEmpty()) {
-            fileEntityRepository.deleteAllById(deletedIds);
+            for (String fileId: deletedIds) {
+                FileMonitoringEntity monitoring = fileMonitoringRepository.findByFileId(fileId).orElse(null);
+                if (monitoring != null) {
+                    fileMonitoringRepository.delete(monitoring);
+                }
+
+                List<ModerationLog> logRepositoryByFileId = moderationLogRepository.findByFileId(fileId);
+
+                moderationLogRepository.deleteAll(logRepositoryByFileId);
+
+                imageHashRepository.deleteByFileId(fileId);
+
+                List<FileAppeal> appeals = fileAppealRepository.findByFileId(fileId);
+
+                fileAppealRepository.deleteAll(appeals);
+
+                fileEntityRepository.deleteById(fileId);
+            }
+
             log.info("Deleted {} entities from database", deletedIds.size());
         }
 
diff --git a/src/main/java/ru/soune/nocopy/repository/ModerationLogRepository.java b/src/main/java/ru/soune/nocopy/repository/ModerationLogRepository.java
index f407060..e46a1d5 100644
--- a/src/main/java/ru/soune/nocopy/repository/ModerationLogRepository.java
+++ b/src/main/java/ru/soune/nocopy/repository/ModerationLogRepository.java
@@ -10,4 +10,6 @@ public interface ModerationLogRepository extends JpaRepository<ModerationLog, St
     List<ModerationLog> findByFileIdOrderByCreatedAtDesc(String fileId);
 
     List<ModerationLog> findByModeratorId(Long moderatorId);
+
+    List<ModerationLog> findByFileId(String fileId);
 }
\ No newline at end of file