This paper reports the drug-likeness and antimicrobial activity of 5-(4-bromophenyl)-3-{3-methyl-4-[(4- substitutedbenzyl) oxy] phenyl}-4, 5-dihydro-1, 2-oxazole (5a-g). The drug-likeness was predicted computationally whereas antimicrobial activity was assessed against selected strains of bacteria and fungi following the measurements of inhibition zones and minimum inhibitory concentrations. The tested compounds exhibited oral bioavailability and followed the Lipinski’s ‘rule of five’. The results revealed that the compounds 5a, 5b, 5f and 5g had good antimicrobial activity against almost all the bacterial & fungal strains tested. Minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) of some of the compounds (5f, 5g) were found to be several folds higher than their corresponding MIC values. Compounds (5f, 5g) bearing electron withdrawing and donating functional groups were found out to be most active among others. Interestingly, the compounds which showed maximum antimicrobial activity also have higher drug-likening score.
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