Investigation of the molecular structure of CHBP, biological activities and SARS-CoV-2 protein binding interaction by molecular and biomolecular spectroscopy approaches

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Dec 5:322:124853. doi: 10.1016/j.saa.2024.124853. Epub 2024 Jul 21.

Abstract

The objective of this investigation is to learn more about the structural, electrical, spectroscopic, and physiochemical characteristics of biologically active cyano-4'-hydroxybiphenyl (CHBP). The title molecule's optimized conformational analysis was computed using the DFT/B3LYP/6-311++G (d, p) level of theory. The observed wavenumbers were compared with theoretical FT-IR and FT-Raman spectra. 1H and 13C NMR experimental spectra in CDCl3 solution (solvent phase) were recorded and the chemical shift was calculated. NBO analysis was used to examine the transfer of charge as well as the intermolecular and intramolecular bonding of orbitals. The TD-DFT (time-dependent DFT) approach was used to estimate theoretical values for both the gas and solvent (ethanol) in the corresponding transitional research, which was conducted using UV-Vis's spectra. Energy gap (Eg = 0.26764 eV) implies that the strong potential for charge transfer, and the stability of the CHBP compound. CHBP compound's has bioactive nature, its drug-likeness and biological properties were evaluated. The predicted topological polar surface area of 44.02 \AA2 for the molecule falls within the permissible range of < 140 \AA2. Based on the docking results, the most stable docking score value is -6.84 kcal/mol. In that interaction, MET 165 affects both phenyl rings in a pi-sulphur fashion and a single bond hydrogen with protein moieties GLN 192. This suggests that the pi-alkyl in PRO 168 is a hydroxyl substitutional ring. Our findings demonstrate the CHBP compound is a good inhibitor against the SAR COVID-19 viral protein.

Keywords: ADME; DFT; FTIR and Raman; Hirshfeld Surfaces; Molecular Docking; NBO; NMR; UV–Vis.

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Biphenyl Compounds / chemistry
  • COVID-19 / virology
  • Density Functional Theory
  • Humans
  • Molecular Conformation
  • Molecular Docking Simulation*
  • Nitriles / chemistry
  • Nitriles / metabolism
  • Protein Binding*
  • SARS-CoV-2* / drug effects
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman*
  • Spike Glycoprotein, Coronavirus / chemistry
  • Spike Glycoprotein, Coronavirus / metabolism

Substances

  • Antiviral Agents
  • Biphenyl Compounds
  • Nitriles
  • Spike Glycoprotein, Coronavirus