Title of article :
Molecular Docking Studies and X-ray Structure Determination of 1-{4-(Methylsulfonyl)phenyl}-5-phenyl-1H-tetrazole
Author/Authors :
Al-Hourani, Baker Jawabrah American University of Madaba - Faculty of Science, Jordan , McDonald, Robert University of Alberta - Department of Chemistry, Canada , El-Barghouthi, Musa I. Hashemite University - Department of Chemistry, Jordan , Al-Awaida, Wajdy American University of Madaba - Faculty of Science, Jordan , Sharma, Sai Kiran University of Alberta - Department of Oncology, Canada , Wuest, Frank University of Alberta - Department of Oncology, Canada
Abstract :
The structure of 1-{4-(methylsulfonyl)phenyl}-5-phenyl-1H-tetrazole was determined by Xray crystallography. The latter crystallizes in the monoclinic space group Ia. The cell dimensions of the azole are a = 12.2393 (6) Å, b = 12.4076 (6) Å, c = 10.0409 (5) Å, β = 112.5240 (5)°, V = 1408.50 (12) ų, and Z = 4, and its structure was refined to R1 = 0.0230, wR2 = 0.0614. The tetrazole ring is essentially planar, while the aryl rings at the 1- and 5-positions of this compound show consistent twist from the tetrazole plane, with tetrazole-aryl dihedral angles in the range of 38.63(4)° to 47.23(5)°. No strong intermolecular hydrogen bonds were observed. Docking study of the studied tetrazole with cyclooxygenase-2 enzyme was preformed. Amino acid residues in the binding site that interact with the molecule were identified and their interactions with the ligand were discussed.
Keywords :
1,5 , diaryl tetrazoles , COX , 2 inhibitors , Methylsulfonyl phenyl , Crystal structure , AutoDock Vina , Molecular docking
Journal title :
Jordan Journal of Chemistry
Journal title :
Jordan Journal of Chemistry
