Synthesis, Spectral Characterization, In silico Docking and ADME Prediction and Biological Evaluation of Novel Piperidin-4-one Derivatives

A novel series of 2, 6-diaryl-3-(4-methylpiperazin-1-yl) piperidin-4-one (2a-2f) derivatives was synthesized. All the synthesized compounds were characterized by FT-IR, NMR, Mass spectrum, and CHN analysis. NMR spectral analyses were performed unambiguously by their one-dimensional (H-1 NMR and C-13 NMR) and two-dimensional (H-1-H-1 COSY and H-1-C-13 HSQC) NMR. From the NMR spectral data, the compounds (2a-2f) were found to have normal chair conformation with an equatorial orientation of all the phenyl groups at C-2 and C-6 and the piperazine ring at C-3. The target compounds 2a-2f were subjected to in silico docking and ADME prediction. From the result of in silico docking study, compound 2d showed a good docking score (-8.2 kcal/mol) compared to the standard drug ciprofloxacin (-7.8 kcal/mol). The synthesized piperidine-4-one compounds (2a-2f) demonstrated good to moderate activity against gram-positive and gram-negative strains. From the result of in silico ADME prediction, most of the compounds exhibited good drug scores and drug-likeness properties.