FT-IR and FT-Raman spectroscopic signatures, vibrational assignments, NBO, NLO analysis and molecular docking study of 2-{[5-(adamantan-1-yl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N,N-dimethylethanamine

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 5:140:1-14. doi: 10.1016/j.saa.2014.12.064. Epub 2014 Dec 30.

Abstract

FT-Raman and FT-IR spectra of the title compound 2-{[5-(adamantan-1-yl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N,N-dimethylethanamine were recorded and investigated. The DFT/B3LYP/6-311++G(d,p) method was used to compute the vibrational wavenumbers. A good coherence between experimental and theoretical wavenumbers shows the preciseness of the assignments. NLO properties like the dipole moment, polarizability, first static hyperpolarizability, molecular electrostatic potential surface and contour map have been calculated to get a better cognizance of the properties of the title molecule. Natural bond orbital analysis has been applied to estimate the stability of the molecule arising from charge delocalization. The molecular docking studies concede that title compound may exhibit HIV-1 Protease 1N49 inhibitory activity.

Keywords: FT-IR; FT-Raman; NBO; NLO.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adamantane / analogs & derivatives*
  • Adamantane / chemistry
  • Adamantane / pharmacology
  • HIV Infections / drug therapy
  • HIV Infections / virology
  • HIV Protease / metabolism*
  • HIV Protease Inhibitors / chemistry*
  • HIV Protease Inhibitors / pharmacology
  • HIV-1 / drug effects
  • HIV-1 / enzymology*
  • Humans
  • Molecular Docking Simulation
  • Quantum Theory
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman
  • Triazoles / chemistry*
  • Triazoles / pharmacology

Substances

  • 2-((5-(adamantan-1-yl)-4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl)-N,N-dimethylethanamine
  • HIV Protease Inhibitors
  • Triazoles
  • HIV Protease
  • p16 protease, Human immunodeficiency virus 1
  • Adamantane