Solvation model, Vibrational analysis, Electronic level, Non-Covalent interactions and Molecular docking investigations of 6-Chloro-2-(4-Aminophenyl)-1H-Benzimidazole

Abstract

6-Chloro-2-(4-Aminophenyl)-1H-Benzimidazole compound were synthesized and characterized by SC-XRD, FT-IR, FT-Raman, UV–Vis, 1H NMR, and 13C NMR and analyzed with experimental data. The DFT approach with the B3LYP functional and 6-311++G(d,p) basis set was used to calculate the geometry parameters and wavenumbers of the title compound. Electronic absorption spectra and 1H–13C NMR studies have been computed in gas and solvents (dimethylsulfoxide, chloroform, and H2O) by using the TD-DFT and the IEFPCM solvation model. The HOMO-LUMO energy band gap has also been determined. To identify the electron localization density and weak interactions, the Multiwin-3.8 was subjected to a topological analysis and non-covalent interactions, including ELF, LOL, DORI and ED.Studies of donor–acceptor connections were performed using NBO analysis. To calculate contributions to the molecular orbitals, TDOS was determined. Molecular electrostatic potential (MEP) reveals the chemical reactivity sites for the reaction. The antibacterial activity of the compound has been assessed with a zone of inhibition by the well diffusion method using a panel of selected gram-positive Staphylococcus aureus (MTCC-3160), Enterococcus faecalis (MTCC-3159) and gram-negative Pseudomonas aeruginosa (MTCC-4030), Escherichia coli (MTCC-1667) bacterial strains that have shown better activity than the standard drug (Ciprofloxacin). Finally, molecular docking and pharmacokinetics have been agreed upon to understand the binding energy of the ligand–protein interaction.