diff --git a/CMakeLists.txt b/CMakeLists.txt
index bc5a94f..fbfbff4 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -35,7 +35,9 @@ set(DUCKDB_RDKIT_LIBRARIES
    RDKit::SmilesParse  
    RDKit::GraphMol 
    RDKit::Descriptors
-    )
+   RDKit::Fingerprints
+   RDKit::DataStructs
+   )
 # Link OpenSSL in both the static library as the loadable extension
 target_link_libraries(${EXTENSION_NAME} ${DUCKDB_RDKIT_LIBRARIES})
 target_link_libraries(${LOADABLE_EXTENSION_NAME} ${DUCKDB_RDKIT_LIBRARIES})
diff --git a/README.md b/README.md
index 543d38b..8a38827 100644
--- a/README.md
+++ b/README.md
@@ -55,7 +55,7 @@ cheminformatics work with DuckDB.
 
   - Example: `SELECT mol, id FROM 'test.sdf';`
 
-### Searches
+### Molecular comparisons
 
 - `is_exact_match(mol1, mol2)`: exact structure search. Returns true if the two molecules are the same. (Chirality sensitive search is not on)
   - Note: if you are looking for very specific capabilities with exact match with regards
@@ -63,6 +63,8 @@ cheminformatics work with DuckDB.
     might be an option to consider. You would need to write this to your DB and
     then you can do a simple VARCHAR based search on those columns.
 - `is_substruct(mol1, mol2)`: returns true if mol2 is a substructure of mol1.
+- `tanimoto_similarity(mol1, mol2)`: returns the tanimoto similarity between both Morgan Fingerprints (radius=2, nb_bits=2048)
+- `tanimoto_similarity(mol1, mol2, radius, nb_bits)`: returns the tanimoto similarity between both Morgan Fingerprints with specific radius & nb_bits
 
 ### Molecule conversion functions
 
diff --git a/src/mol_compare.cpp b/src/mol_compare.cpp
index b15f0ca..f545ea9 100644
--- a/src/mol_compare.cpp
+++ b/src/mol_compare.cpp
@@ -11,6 +11,11 @@
 #include <GraphMol/MolPickler.h>
 #include <GraphMol/SmilesParse/SmilesWrite.h>
 #include <GraphMol/Substruct/SubstructMatch.h>
+#include <GraphMol/Fingerprints/MorganFingerprints.h>
+#include <DataStructs/ExplicitBitVect.h>
+#include <DataStructs/BitVect.h>
+#include <DataStructs/BitVects.h>
+
 #include <cstdio>
 #include <memory>
 
@@ -137,6 +142,47 @@ static void is_substruct(DataChunk &args, ExpressionState &state,
       });
 }
 
+double tanimoto_morgan(const std::string &m1_bmol, const std::string &m2_bmol, int radius = 2, int nb_bits = 2048) {
+    std::unique_ptr<RDKit::ROMol> m1(new RDKit::ROMol());
+    std::unique_ptr<RDKit::ROMol> m2(new RDKit::ROMol());
+    RDKit::MolPickler::molFromPickle(m1_bmol, *m1);
+    RDKit::MolPickler::molFromPickle(m2_bmol, *m2);
+
+    auto fp1 = RDKit::MorganFingerprints::getFingerprintAsBitVect(*m1, radius, nb_bits);
+    auto fp2 = RDKit::MorganFingerprints::getFingerprintAsBitVect(*m2, radius, nb_bits);
+
+    return TanimotoSimilarity(*fp1, *fp2);
+}
+
+static void tanimoto_similarity(DataChunk &args, ExpressionState &state, Vector &result) {
+    D_ASSERT(args.ColumnCount() == 2 || args.ColumnCount() == 4);
+
+    auto &left = args.data[0];
+    auto &right = args.data[1];
+
+    int radius = 2;
+    int nb_bits = 2048;
+
+    if (args.ColumnCount() == 4) {
+        auto &radius_vec = args.data[2];
+        if (!duckdb::FlatVector::IsNull(radius_vec, 0)) {
+            radius = duckdb::FlatVector::GetData<int32_t>(radius_vec)[0];
+        }
+        auto &nb_bits_vec = args.data[3];
+        if (!duckdb::FlatVector::IsNull(nb_bits_vec, 0)) {
+            nb_bits = duckdb::FlatVector::GetData<int32_t>(nb_bits_vec)[0];
+        }
+    }
+
+    BinaryExecutor::Execute<string_t, string_t, double>(
+        left, right, result, args.size(),
+        [&](string_t &left_umbra_blob, string_t &right_umbra_blob) {
+            auto left_mol = umbra_mol_t(left_umbra_blob);
+            auto right_mol = umbra_mol_t(right_umbra_blob);
+            return tanimoto_morgan(left_mol.GetBinaryMol(), right_mol.GetBinaryMol(), radius, nb_bits);
+        });
+}
+
 void RegisterCompareFunctions(DatabaseInstance &instance) {
   ScalarFunctionSet set("is_exact_match");
   // left type and right type
@@ -149,6 +195,15 @@ void RegisterCompareFunctions(DatabaseInstance &instance) {
       ScalarFunction({duckdb_rdkit::Mol(), duckdb_rdkit::Mol()},
                      LogicalType::BOOLEAN, is_substruct));
   ExtensionUtil::RegisterFunction(instance, set_is_substruct);
+
+  ScalarFunctionSet set_tanimoto("tanimoto_similarity");
+  set_tanimoto.AddFunction(ScalarFunction(
+      {duckdb_rdkit::Mol(), duckdb_rdkit::Mol()},
+      LogicalType::DOUBLE, tanimoto_similarity));
+  set_tanimoto.AddFunction(ScalarFunction(
+      {duckdb_rdkit::Mol(), duckdb_rdkit::Mol(), LogicalType::INTEGER, LogicalType::INTEGER},
+      LogicalType::DOUBLE, tanimoto_similarity));
+  ExtensionUtil::RegisterFunction(instance, set_tanimoto);
 }
 
 } // namespace duckdb_rdkit
diff --git a/test/sql/mol_search.test b/test/sql/mol_compare.test
similarity index 50%
rename from test/sql/mol_search.test
rename to test/sql/mol_compare.test
index 16759bd..93a0a13 100644
--- a/test/sql/mol_search.test
+++ b/test/sql/mol_compare.test
@@ -32,3 +32,36 @@ SELECT m FROM molecules WHERE is_exact_match(m,'CCO');
 CCO
 CCO
 
+# test substruct search when some matches
+query I
+SELECT m FROM molecules WHERE is_substruct(m,'c1ccncc1');
+----
+c1ccncc1
+c1ccc(-c2ccccn2)nc1
+
+# test substruct search when no match
+query I
+SELECT m FROM molecules WHERE is_substruct(m,'c1cCcncc1');
+----
+
+# test similarity computation with default parameters
+query II
+SELECT m, tanimoto_similarity(m,mol_from_smiles('c1ccncc1')) FROM molecules;
+----
+c1ccccc1	0.3333333333333333
+CCO	0.0
+c1ccncc1	1.0
+c1ccc(-c2ccccn2)nc1	0.2777777777777778
+CCO	0.0
+Cc1ccccc1	0.17647058823529413
+
+# test similarity computation with custom parameters
+query II
+SELECT m, tanimoto_similarity(m,mol_from_smiles('c1ccncc1'), 4, 4096) FROM molecules;
+----
+c1ccccc1	0.2727272727272727
+CCO	0.0
+c1ccncc1	1.0
+c1ccc(-c2ccccn2)nc1	0.20833333333333334
+CCO	0.0
+Cc1ccccc1	0.15