Synthesis, molecular docking, QSTR and in-silico ADME studies of novel 1,3-thiazolidine-amide derivatives as hybrid bioactive heterocycles

In this article, we described synthesis of 1,3-thiazolidine - amide hybrid derivatives by two different methods from (S)-2-amino-3-(4-(benzyloxy)phenyl)-1-(thiazolidin-3-yl)propan-1-one (4). In first method, catalytic amidation was carried out under microwave irradiation using Ceric Ammonium Nitrate (CAN) as a green catalyst where as in second conventional method; CDI was used as a significant coupling reagent to optimize reaction condition and yield of product. All new compounds were well characterized by 1H NMR, 13C NMR, IR and ESMS spectral techniques and evaluated in vitro antibacterial and antifungal activity. The molecular docking study revealed that the designed compounds snuggly fit in the active site of 4WMZ protein. In addition, the QSTR study of new compounds were carried out with the help of Toxicity Estimation Software Tool (T.E.S.T). The results showed slight toxic nature of new compounds. In-silico ADME studies significant values of pharmacokinetic parameters and demonstrated good drug like characteristics based on Lipinski's rule of five. A series of 1,3-thiazolidine- amide derivatives were synthesized via two different methods (microwave irradiation and conventional). These derivatives exhibited in vitro good to excellent antimicrobial activity. Molecular docking study performed on the crucial antifungal target 4WMZ. Quantitative structure toxicity relationship (QSTR) study pointed out the slight toxic nature of compounds. In silico ADME prediction of these compounds revealed the good drug-likeness nature and followed Lipinski's rule of five.image