MOESM2 of Cheminformatics-based enumeration and analysis of large libraries of macrolide scaffolds

Additional file 2. Table S1: Common Structural Motif (CSM) Type Distribution and Occurrence per Macrolide Scaffold among Eighteen Bioactive Macrolide (BM) Scaffolds. Figure S1: Sixteen structural motifs (nine CSMs and seven RSMs) currently employed in PKS Enumerator software, along with the bioactive macrolides from which they were derived. Figure S2: Modified structures of eighteen well-known bioactive macrolides (BMs). Figure S3: Structural simplification of Erythromycin for a comparative study with enumerated virtual macrolide scaffolds from V1M. Figure S4: Percentage of (A) macrolide scaffolds in which associated CSM types were found, and (B) CSM type composition, in 18 BMs and V1M. Figure S5: Distribution of (A) rotatable bonds, and (B) heavy atoms in V1M. Figure S6: Color-coded map to demonstrate the molecular properties of eighteen bioactive macrolide scaffolds in correlation to Lipinski’s and Veber’s rules. Figure S7: Pearson’s pair-wise correlation heatmap of all eight molecular descriptors of V1M library: MW – molecular weight, SlogP – hydrophobicity, TPSA - topological polar surface area, HBA – hydrogen bond acceptors, HBD – hydrogen bond donors, NRB – rotatable bonds, heteroatoms, heavy atoms. Figure S8: Modified structures of Rokitamycin and Spiramycin. The computed Tanimoto score between these two structures is 1, based on MACCS fingerprint method