title: Molecular structure, FT-IR, vibrational assignments, HOMO-LUMO, MEP, NBO analysis and molecular docking study of ethyl-6-(4-chlorophenyl)-4-(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate.
abstract: The optimized molecular structure, vibrational frequencies, corresponding vibrational assignments of ethyl-6-(4-chlorophenyl)-4-(4-fluoro-phenyl)-2-oxocyclohex-3-ene-1-carboxylate have been investigated experimentally and theoretically using Gaussian09 software. The title compound was optimized using the HF and DFT levels of theory. The geometrical parameters are in agreement with the XRD data. The stability of the molecule has been analyzed by NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Molecular electrostatic potential was performed by the DFT method. As can be seen from the MEP map of the title compound, regions having the negative potential are over the electro negative atoms, the region having the positive potential are over the phenyl rings and the remaining species are surrounded by zero potential. First hyperpolarizability is calculated in order to find its role in non linear optics. The title compound binds at the active sites of both CypD and β-secretase and the molecular docking results draw the conclusion that the compound might exhibit β-secretase inhibitory activity which could be utilized for development of new anti-alzheimeric drugs with mild CypD inhibitory activity.
authors.affiliation: Department of Physics, Fatima Mata National College, Kollam, Kerala, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Sheena Mary
authors.affiliation: Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India. Electronic address: cyphyp@rediffmail.com.
authors.forename: C
authors.initials: C
authors.lastname: Yohannan Panicker
authors.affiliation: Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karanataka, India.
authors.forename: M
authors.initials: M
authors.lastname: Sapnakumari
authors.affiliation: Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karanataka, India.
authors.forename: B
authors.initials: B
authors.lastname: Narayana
authors.affiliation: Industrial Chemistry-Division, Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karanataka, India.
authors.forename: B K
authors.initials: BK
authors.lastname: Sarojini
authors.affiliation: Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia.
authors.forename: Abdulaziz A
authors.initials: AA
authors.lastname: Al-Saadi
authors.affiliation: Department of Chemistry, University of Antwerp, B2610 Antwerp, Belgium.
authors.forename: Christian
authors.initials: C
authors.lastname: Van Alsenoy
authors.affiliation: Department of Chemistry, Dr. H.S. Gour Central University, Sagar, M.P., India.
authors.forename: Javeed Ahmad
authors.initials: JA
authors.lastname: War
mesh_terms: D053829:Amyloid Precursor Protein Secretases / Q000037:antagonists & inhibitors / Q000378:metabolism; D002264:Carboxylic Acids / Q000737:chemistry* / Q000494:pharmacology; D055808:Drug Discovery; D054879:Halogenation; D006801:Humans; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared; D014961:X-Ray Diffraction
chemical_list: D002264:Carboxylic Acids; D053829:Amyloid Precursor Protein Secretases
keywords: Chlorophenyl; DFT; Hyperpolarizability; MEP; Molecular docking