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AIM - "This study is aimed for the synthesis of antimicrobial agents, molecular docking, and DFT studied of benzothiazole-imidazolone scaffolds" Background: Benzothiazole and imidazolone analogues are of interest due to their potential activity against microbial infections. In search of suitable antimicrobial compounds, we report here the synthesis, characterization, and biological activities of benzothiazole and imidazolone analogues (4a-l). OBJECTIVE The benzothiazole clubbed imidazolone motifs were synthesized, characterized, and screened for their antimicrobial activity. Molecular docking was carried out for the development of antimicrobial agents based on the results of biological activity obtained. METHODS We have synthesized a new series of benzothiazole clubbed imidazolone hybrids by using multi-step reactions in the search for antimicrobial agents (4a-l). The structures were determined by 1H NMR, 13C NMR, IR, and mass spectroscopy techniques. Moreover, synthesized compounds were evaluated for their antimicrobial activity by using the serial Broth dilution method. RESULTS The in vitro antimicrobial activity was evaluated against pathogenic strains, among them, compounds 4c showed the more potent biological activity against Gram-negative bacteria, E. coli with MIC values of 50 μg/mL, and compound 4c active against A. clavatus with MIC values of 100 μg/mL. Molecular docking studies were performed on E. coli DNA Gyrase B to understand the binding interaction of compound 4c, and it was observed that compound 4c has interacted with Arg76 amino acid of the active site through hydrophobic interaction. CONCLUSION Benzothiazole clubbed imidazolone hybrids (4a-l) indicated promising antimicrobial activity. Among them, compounds 4b (MIC=50 μg/mL C. albicans), 4c (MIC=50 μg/mL, E. coli), 4e (MIC= 100 μg/mL, A. niger), and 4g (MIC= 50 μg/mL, S. pyogenes) with electron-withdrawing bromo, chloro, and fluoro group at the para position of the phenyl ring on benzothiazole-imidazolone hybrids indicated remarkable potency compared to the standard drug. The binding affinity scores correlated well with the in vitro antimicrobial activity (4c) while their binding modes proposed the involvement of steric, electrostatic, and hydrogen-bonding interactions with the active site.