Involvement of conformational isomerism in the complexity of the crystal network of 1-(4-nitrophenyl)-1H-1,3-benzimidazole derivatives driven by C—H...A (A = NO₂, N_py and π) and orthogonal N_py...NO₂ and ONO...Csp ² interactions

Abstract

Participation of π– and n–π* (n = O and Npy; π* = Csp 2 and ) inter­actions in the equi-energetic conformations of 1-(4-nitro­phen­yl)-1H-1,3-benzimidazoles.

Profiling the interaction of 1‐phenylbenzimidazoles to cyclooxygenases

“…From our previous work and based on pharmacophoric features of NSAIDs and Coxibs, we proposed a set of 1‐phenylbenzimidazole (PhBz) derivatives (see Table ), structurally unrelated to any family of COX inhibitors, to evaluate their potential for high‐affinity binding to COX isoforms and for reproducing the interaction profile of the well‐known COX inhibitors in docking calculations. We tested four COX‐1 and four COX‐2 enzyme structures to also evaluate induced‐fit effects.…”

“…The analysis performed on a set of COX models was found to be sensitive to induced‐fit effects generated by different families of compounds, evaluated on the basis of their characteristic interaction profile. Following previous work, the ability of model 1‐phenylbenzimidazole compounds (structurally unrelated to classic NSAIDs or Coxibs) to reproduce these interaction patterns was also evaluated.…”