Synthesis, Spectroscopic, Molecular Docking and inhibitory activity of 6-Bromo-2-(4-chlorophenyl)-1H-benzimidazole- a DFT approach

• Published in: Journal of molecular structure 2022-08, Vol.1261, p.132815, Article 132815
• Main Authors: Fasiuddin, G.S., Liakath Ali Khan, F., Sakthivel, S., Muthu, S., Irfan, Ahmad
• Format: Article
• Language: English
• Subjects: Antimicrobial; Benzimidazole derivative; DFT; MEP; molecular docking; spectroscopic studies
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2022.132815

•6-Bromo-2-(4-chlorophenyl)-1H-benzimidazole was synthesized.•The compound was characterized by FT-IR, UV-Vis and NMR spectroscopy•Structure Optimization,FT-IR,UV-Vis and NMR were calculated with DFT.•Chemical reactivity and stability of the compound are determined by MEP and NBO.•The evaluation of anti-microbial activity and Molecular docking was carried out. 6-Bromo-2-(4-chlorophenyl)-1H-benzimidazole a novel compound was synthesized to treat antimicrobial infections and characterized by FT-IR, FT-Raman, 1H-NMR, UV-Vis. The stable conformer and structural optimization were carried out using the DFT-B3LYP (6-311 ++ G (d, p)) method in Gaussian 16 W. FT-IR and FT-Raman experimental and theoretical wavenumbers with the complete vibrational assignment were reported. NMR of 1H -13C and UV-Vis is calculated at different solvents using the IEF-PCM method. The conductivity, reactivity and stability of the title compound are determined by HOMO-LUMO values. The antibacterial activity was tested against S. aureus and A. niger indicates a significant zone of inhibition than the reference drug ciprofloxacin at the concentration of 25 µg/ml, protein and ligand interaction site in docking was determined by MEP. Finally, the molecular docking between the title and the reference compound ligand with the A. niger / 3EQA were studied and compared the binding energy of the compound at the active sites. Ligand 6-Bromo-2-(4-Chlorophenyl)-1H-benzimidazole embedded in the the active site of 3EQA protein [Display omitted]