Design, synthesis and structural study of two symmetry-independent pyridone analogue in the asymmetric unit

Abstract

In this research, we have reported the synthesis of Methyl-4-(4-chlorophenyl)-5-cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate which is a hybrid of two different biologically active structures. The obtained product was characterized by FT-IR, 1HNMR, 13C NMR, SCXRD and HR-MS. The obtained compound was recrystallized in ethanol giving colourless pure single crystals. SCXRD analysis showed two symmetry independent asymmetric molecules with interesting structural features. Multiple graph sets were also observed which supported the formation of a supramolecular network. DFT studies using B3LYP and M06–2X functions revealed two stable conformers which is in support of the crystal structures obtained. Furthermore, in silico molecular docking analysis in Eg5 kinesin and survivin protein revealed binding affinities of -6.9 kcal/mol and -6.1 kcal/mol respectively. All the results obtained suggests the need of further exploration to discover the complete pharmaceutical potential.