Comprehensive analysis of (E)-3-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (4CP4MPO): Synthesis, Spectroscopic, salvation electronic properties, electron-hole transition, topological, Hirshfeld surface and molecular docking analysis

Abstract

The investigation into a prospective pharmaceutical chalcone derivative employs a comprehensive methodology, integrating theoretical and empirical analyses. Rigorous scrutiny of the compound's distinct attributes is conducted through FT-IR, NMR and UV–Vis spectroscopy. Utilizing Density Functional Theory (DFT), specifically B3LYP/6–311++G(d,p), yields crucial insights into the potential energy surface, molecular structure optimization, vibrational properties, and electronic configuration stability. The study establishes correlations between simulated and actual spectra, and Frontier Orbital Theory (FMOs) explores the compound's chemical properties and electron-hole excitation across various solvents. The lowest energy gaps are observed in UV–visible and HOMO-LUMO analyses for various solvent effects between 3.7 to 3.8 eV Intra-molecular analysis through Natural Bond Orbitals (NBO) is complemented by the calculation and molecular electrostatic potential (MEP) and local descriptors like Fukui functions (f+, f−, f0), alongside topological analyses. Molecular docking is performed for different antifungal protein receptors (6EYY, 3DD4, 7YQP and 3WIX). The lowest binding energies of -8.89, -7.95 and -7.85 Kcal/mol were observed for the receptors 6EYY, 3DD4 and 7YQP. This facet of the research suggests promising pharmaceutical applications for the compound.

Keywords

• DFT
• Electronic properties
• Chemical reactivity
• Topological analysis
• Molecular docking