diff --git a/chemlactica/mol_opt/optimization.py b/chemlactica/mol_opt/optimization.py
index 50fbad7..ef14b0a 100644
--- a/chemlactica/mol_opt/optimization.py
+++ b/chemlactica/mol_opt/optimization.py
@@ -110,7 +110,7 @@ def optimize(
             current_optim_entries = []
             with multiprocessing.Pool(processes=config["num_processes"]) as pol:
                 for i, entry in enumerate(pol.map(create_molecule_entry, output_texts)):
-                    if entry:
+                    if entry and not optim_entries[i].contains_entry(entry):
                         current_mol_entries.append(entry)
                         current_optim_entries.append(optim_entries[i])
 
@@ -130,7 +130,6 @@ def optimize(
                     tol_level = 0
                 if oracle.finish or len(iter_optim_entries) >= config["num_gens_per_iter"]:
                     break
-            
 
             if oracle.finish:
                 break
@@ -152,7 +151,7 @@ def optimize(
             # round_entries = list(np.unique(round_entries))[::-1]
             # top_k = int(len(all_entries) * config["rej_sample_config"]["rej_perc"])
             # if top_k >= config["rej_sample_config"]["num_samples_per_round"]:
-            if num_iter % 3 == 0 and num_iter > initial_num_iter:
+            if num_iter % 5 == 0 and num_iter > initial_num_iter:
                 training_entries = pool.optim_entries
                 print(f"Num of train examples {len(training_entries)}.")
                 file.write("Training entries\n")
diff --git a/chemlactica/mol_opt/utils.py b/chemlactica/mol_opt/utils.py
index 98bdfb0..1ee6e16 100644
--- a/chemlactica/mol_opt/utils.py
+++ b/chemlactica/mol_opt/utils.py
@@ -194,4 +194,10 @@ def to_prompt(self, is_generation, config):
         else:
             prompt += f"[START_SMILES]{self.last_entry.smiles}[END_SMILES]"
 
-        return prompt
\ No newline at end of file
+        return prompt
+    
+    def contains_entry(self, mol_entry: MoleculeEntry):
+        for entry in self.mol_entries:
+            if mol_entry == entry:
+                return True
+        return False
\ No newline at end of file