Non covalent interactions analysis and spectroscopic characterization combined with molecular docking study of N′-(4-Methoxybenzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide

Abstract

The structure, spectroscopic features, and pharmaceutical effect of N′-(4-Methoxybenzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide (MBPPC) has been studied by DFT modeling, X-ray diffraction, FT-IR, 1H and 13C NMR, and molecular docking investigation. Molecular structure analysis was carried out using DFT calculation. Then, the low RMSD value indicates the good agreement between calculated and observed data. In order to understand the electronic charge transition, the electron difference density technical was performed. 1H and 13C NMR spectra were recorded in the region of 0–15 and 5–225 ppm, respectively, and FT-IR spectrum of MBPPC was obtained from 4000 to 500 cm−1. Electronic structure characteristics were achieved at the level of B3LYP/6-311+G(2d,p). Inter and intramolecular interactions are discussed by topological (AIM, RDG) and Hirshfeld surface analyses. TD-DFT calculations were conducted to reveal molecular orbital based reactivity characteristics and nonlinear optical features up to third order. In addition, thanks to the broad biological field of compounds based on pyrazole and hydrazone groups, molecular docking of the title compound was carried out to study their clinical activities. Docking simulation shows the potential of MBPPC against Vibrio cholera, Mycobacterium tuberculosis, and estrogen receptor.