Synthesis, characterization, and exploration of supramolecular assembly in a 4-aminophenazone derivative: A comprehensive study including hirshfeld surface analysis, computational investigation, and molecular docking

Herein, a new Schiff base (BHDPP) derived from 4-aminophenazone has been synthesized and comprehensively characterized by various spectroanalytical techniques like, CHN aalysis, FT-IR spectroscopy, NMR (1H and 13C) spectroscopy, UV-visible spectroscopy, TGA/DSC, and single crystal X-ray diffraction (SC-XRD) analysis. The results show that the Schiff base was non-planar and intramolecular O-H & ctdot;N bonding stabilizes molecular configuration. The supramolecular assembly was established by numerous intermolecular interactions, which were additionally explained in terms of inter-atomic contacts by Hirshfeld surface analysis (HSA) and the energy of these interactions was calculated at B3LYP/6-31G(d,p) electron density level. The UV-visible and IR spectroscopic features of the molecule were investigated by DFT to assign the electronic transitions and fundamental normal mode. Furthermore, molecular docking studies were executed to find out the behaviour of binding of BHDPP with cyclin-dependent kinase 2 and human papillomavirus type 16 E7 proteins. The high binding affinity between BHDPP and these proteins indicates its potential as a therapeutic agent.