To rank the 172,026 molecules generated in Section 2.3, a 2D similarity model was used to compare the chemical structures of the three selected inhibitors of S. aureus FabI (2-4) with the 172,026 structures derived from the transformation rules. The similarity calculations were done with KNIME Analytics Platform 4.7.0 using the Tanimoto coefficient and the Morgan fingerprint (radius 2, 2048-bits) . The calculated similarity scores, between 2-4 and DIADS, INDDS and PYRDS datasets, were employed to compare with the predicted pIC50 (ppIC50) values, calculated with the ML models (described in Section 2.3.3).