Vibrational and structural observations and molecular docking study on 1-{3-(4-cholophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}-ethanone

Journal Article

Alsenoy, P.S. Shana, M.A. Al-AlShaikh, C.Y. Panicker, A.A. El-Emam, B. Narayana, V.V. Saliyan, 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: 1112
• Pages: 136-146

Publication Abstract

A combined experimental and theoretical analysis of on molecular structure, vibrational spectra and
HOMO-LUMO analysis of 1-{3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-
yl}-ethanone is reported. The equilibrium geometry and vibrational wavenumbers have been
computed using desnity functional B3LYP method with 6e311þþG(d) (5D, 7F) as basis set. The nonlinear
optical properties were evaluated by the determination of the first and second hyperpolarizabilities of
the title compound. HOMO is localized over the whole molecule except the ring PhIII and the CH3 groups
attached to the PhIII while the LUMO is located through out the whole molecule except the CH3 groups
attached with the PhIII and this shows that an eventual charge transfer occurs within the molecule. From
the molecular electrostatic potential study, the negative electrostatic potential regions are mainly
localized over the carbonyl group, phenyl rings and are possible sites for electrophilic attack and the
positive regions are localized over the nitrogen atoms as possible sites for nucleophilic attack. The
docked ligand title compound forms a stable complex with kinesin spindle protein (KSP) and gives a
binding affinity value of 6.7 kcal/mol the results suggest that the compound might exhibit inhibitory
activity against KSP.