Design, synthesis, in silico analysis with PPAR-γ receptor and study of non-covalent interactions in unsymmetrical heterocyclic/phenyl fleximer

Abstract

This work deals with the design, synthesis, in silico analysis, crystallization, and the interpretation 2-cyano-3-{4-[2-(phthalimid-nyl)-propoxy]-phenyl}-acrylic acid ethyl ester (7). Analog 7 is designed based on rosiglitazone. The quantitative analysis of Compound 7 has been performed through single-crystal X-Ray Diffraction (XRD) and Hirshfeld surface analysis. Fleximer 7 has studied the role of flexibility in non-covalent interactions and binding affinity with PPAR-γ receptors. Both phthalimide ring and phenyl rings are linked with propylene linker. 2-cyano-3-{4-[2-(phthalimid-nyl)-propoxy]-phenyl}-acrylic acid ethyl ester has Z = 8 in the crystal packing and stabilized by intermolecular non-covalent interactions like C-H…O, C-H…N, C-H…л, and л…л, and so forth. © 2020 The Chemical Society Located in Taipei & Wiley-VCH GmbH