Synthesis, experimental and theoretical (DFT) analysis, molecular docking and ADME properties of (E)-N'-(3-ethoxy-4-hydroxybenzylidene)isonicotinohydrazide (3E4HBINH)

Abstract

Synthesis and characterisation like single crystal X-ray crystallography, FT-IR, DFT, MEP, UV–Vis, molecular docking and ADME properties of (E)-N'-(3-ethoxy-4-hydroxybenzylidene)isonicotinohydrazide (3E4HBINH) were reported here. The structure of 3E4HBINH is belongs to monoclinic system with space group P21/c. According to small molecule docking studies with the target protein, 3E4HBINH is a small molecule that interacts well with the Complex of the catalytic part of human HMG-CoA reductase. The calculated vibrational frequencies (Fourier Transfroms –Infrared & Fourier Transforms -Raman spectrum) of 3E4HBINH molcule is compared and it shows good agreement with experimental values. The molecular electrostatic potential (MEP) facilitates the enhancement of protein-ligand electrostatic interactions. The chemical surface and hydrogen bonding interactions in the 3E4HBINH crystal structure were identified and studied using a 2D fingerprint plot and Hirshfeld Surfaces. The optimized geometry like bond length and bond angle of the 3E4HBINH molecule is calculated using Density functional Theory (DFT)-B3LYP calculations using 6–31++G (d, p) basis set, and the observed bond lengths and bond angles are shows good agreement with experimental XRD values. Using preADMET online server, the characteristics of absorption, distribution, metabolism, and excretion (ADME) were examined.