Synthesis, docking studies, ADMET prediction, and antimicrobial evaluation of coumarin-oxadiazole hybrids

The overuse and misuse of marketed antimicrobial agents developed drug resistance, which has become a significant problem worldwide. A series of new coumarinyl-oxadiazole Schiff base derivatives were designed and synthesized. These synthesized molecules synthesis of coumarinyl-oxadiazole schiff base derivatives (FP1-FP7) were characterized using Infrared spectroscopy, proton nuclear magnetic spectroscopy, and mass spectroscopy and evaluated for their antibacterial potential against Gram-negative (Escherichia coli, Pseudomonas aeruginosa) and Gram-positive (Bacillus subtilis, Staphylococcus aureus) bacterial strain by measuring minimum inhibitory concentration values. Among the synthesized compounds, FP6 was found to be the best antibacterial agent having concentration values of 3.12 and 6.25 μg/ml against Gram-negative and Gram-positive bacteria, respectively. Compounds FP1-FP7 binding interaction with receptor Staph Gyrase B 24 kDa (PDB code: 4URM) were also studied, and docking score was in the range of −5.18 to −3.87 kcal/mol. Compounds FP6 and FP5 showed the best interaction with docking scores 5.18 and −5.17 kcal/mol, respectively. The antibacterial result showed satisfying structure-activity, which indicates that the electron density of coumarinyl-oxadiazole moiety highly influenced the antibacterial potential. Furthermore, the binding affinity with Staph Gyrase B 24kDa during molecular docking promotes synthetic research work. Hence, coumarinyl oxadiazole Schiff base derivatives could be a satisfying lead molecule as an antimicrobial agent.