Spectroscopic investigation (FT-IR and FT-Raman), vibrational assignments, HOMO-LUMO analysis and molecular docking study of 5-chloro-N-(3-chlorophenyl)pyrazine-2-carboxamide

Authors: K S Resmi, Y Sheena Mary, C Yohannan Panicker,
Abstract: The vibrational wavenumbers and corresponding vibrational assignments of 5-chloro-N-(3-chlorophenyl)pyrazine-2-carboxamide have been investigated experimentally and theoretically using Gaussian09 software package. DFT/B3LYP calculations have been done using 6-31++G(6D,7F) basis set, to investigate the vibrational wavenumbers. The assignments of the normal modes are done by potential energy distribution calculations. The red shift of the N-H stretching in the IR spectrum with a strong intensity from the computed wave number shows the weakening of the N-H bond. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analysed using NBO analysis. The HOMO and LUMO analysis have been used to elucidate the charge transfer within the molecule. The hyperpolarizability, molecular electrostatic potential and molecular docking are reported. The title compound forms a stable complex with enoyl-ACP reductase and gives a binding affinity value of -6.6 kcal/mol and the preliminary result suggest that the compound might exhibit inhibitory activity against bacterial enoyl-ACP reductase.