Spectroscopic investigations, DFT calculations, molecular docking and MD simulations of 3-[(4-Carboxyphenyl) carbamoyl]-4-hydroxy-2-oxo-1, 2-dihydroxy quinoline-6-carboxylic acid

•The quinoline derivative was synthesized and FT-IR and FT-Raman spectra were measured.•DFT calculations were performed.•Most reactive sites were identified.•Results of halogen substitution in the calculations of chemical descriptors and HOMO-LUMO gap were calculated.•Molecular docking studies between the title compound and 4PD4 protein were performed. In this article, the synthesis, experimental vibrational spectroscopic analysis (FT-IR and FT-Raman) and theoretical calculations of Quiniline derivative 3-[(4-Carboxyphenyl) carbamoyl]-4-hydroxy-2-oxo-1, 2-dihydroxy quinoline-6-carboxylic acid (CPCHODQ6C) were studied. The investigation of the IR and Raman spectra of the molecule under study, supported by DFT calculations, has afforded the opportunity to characterize explicitly the main vibrational bands for the title molecule, which is primarily used as anti-malaria compound. Computational calculations were done using B3LYP/6-31G(d) basis set. Vibrational assignments of wavenumbers were performed on the basis of potential energy distribution. The downshift from the DFT value and the splitting of N-H stretching mode indicates the weakening of the N-H bond. Donor acceptor interactions were evaluated using NBO analysis. The change in polarizability values with halogen substitutions were calculated. The variations of HOMO-LUMO energy values and chemical descriptors with halogen substitutions were investigated. To foresee the important reactive sites of the title compound, we combined DFT calculations and molecular dynamics (MD) and visualized the ALIE and Fukui functions. Sensitive nature of the compound towards autoxidation and degradation in the presence of water was investigated by the calculation of BDE and RDF. By molecular docking study the compound forms a stable complex with ubiquinol-cytochrome–c reductase inhibitor. [Display omitted]