Synthesis, X-ray crystal structure studies and molecular docking analysis of 2-(3,4-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole

Abstract

Abstract The X-ray structure of 2-(3,4-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole, has been determined. It crystallizes in orthorhombic space group Pna21, with a = 9.5018(6) A, b = 21.636(2) A, c = 19.040(1) A and Z = 8. The structure has been solved by direct methods and refined by full matrix least squares procedures to a final R value of 0.0675 for 2733 observed reflections. The asymmetric unit contains two crystallographic independent molecules. C H…O and C H…N intermolecular interactions were observed and these interactions are of paramount importance in assembling the molecules leading to packing stability. To understand pharmacological importance of the title compound, molecular docking was performed against two anti-inflammatory drug targets; Myeloperoxidase (MPO) and Cyclooxygenase (COX-2). Docking studies show binding mode of the titled molecule to be similar to the known inhibitor in their respective active site of anti-inflammatory drug targets. Thus, the title molecule also has similar mode of drug action.