Spectroscopic investigations and molecular docking study of (2E)-1-(4-Chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one using quantum chemical calculations

Journal Article

Alsenoy, S. Parveen, M.A. Al-Alshaikh, C.Y. Panicker, A.A. El-Emam, V.V. Salian, B. Narayana, B.K. Sarojini, C. Van . 2016

• Publication Work Type: Research Group Project No. PRG-1436-23
• Magazine \ Newspaper: Journal of Molecular Structure (Elsevier, U.K.)
• Volume Number: 1120
• Pages: 317-326

Publication Abstract

In this work, the vibrational spectral analysis was carried out using FT-IR and FT-Raman spectroscopy of
(2E)-1-(4-Chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one. The computations were performed
at DFT level of theory to get the optimizedgeometry and vibrational wave numbers of the normal modes
of the title compound using Gaussian09 software. The complete vibrational assignments of wave
numbers were made on the basis of potential energy distribution. The calculated HOMO and LUMO
energies show chemical activity of the molecule. The stability of the molecule arising from hyperconjugative
interaction and charge delocalization has been analyzed using NBO analysis. The hyperpolarizability
values are reported and the first hyperpolarizability of the title compound is 83.85 times
that of standard NLO material urea. From the MEP plot, the negative electrostatic potential regions are
mainly localized over the carbonyl group, the phenyl rings and are possible sites for electrophilic attack.
The positive regions are localized over all the hydrogen atoms and are possible sites for nucleophilic
attack. The molecular docking results suggest that the compound might exhibit inhibitory activity against
lymphocyte-specific kinase and may results in design of novel T-cell immunosuppressants.