Vibrational spectroscopic studies and molecular docking study of 2-[(E)-2-phenylethenyl]quinoline-5-carboxylic acid

• The FT-IR and FT-Raman spectra were reported.
• The wavenumbers are calculated theoretically using Gaussian09 software.
• The HOMO–LUMO energies and related molecular properties were evaluated.
• Molecular docking study suggests that the compound might exhibit inhibitory activity against PknB.

FT-IR and FT-Raman spectra of 2-[(E)-2-phenylethenyl]quinoline-5-carboxylic acid were recorded and obtained and analyzed. The vibrational wavenumbers were computed using DFT quantum chemical calculations. The geometrical parameters (SDD) of the title compound are in agreement with that of similar derivatives. Stability of the molecule arising from the hyper conjugative interactions, charge delocalization has been analyzed using natural bond orbital analysis. From the natural and Mulliken charges, it can be concluded that electrophilic substitution of the quinoline scaffold is more preferred than nucleophilic substitution. From the MEP map it is evident that the negative regions are mainly localized over the carbonyl group and are possible sites for electrophilic attack. The title compound forms a stable complex with PknB as is evident from the binding affinity values and the molecular docking study suggests that the compound might exhibit inhibitory activity against PknB.

Spectroscopic investigation (FT-IR and FT-Raman), vibrational assignments, HOMO–LUMO, MEP, NBO analysis and molecular docking study of 2-[(E)-2-phenylethenyl]quinoline-5-carboxylic acid.Figure optionsDownload as PowerPoint slide