α-Aminophosphonates 4-XC(6)H(4)-NH-CH(4-BrC(6)H(4))-P(O)(OiPr)(2) (X = H, Br, MeO): Crystal structures, Hirshfeld surface analysis, computational studies and in silico molecular docking with the SARS-CoV-2 proteins

α-氨基膦酸酯 4-XC(6)H(4)-NH-CH(4-BrC(6)H(4))-P(O)(OiPr)2 (X = H, Br, MeO): 晶体结构、Hirshfeld 表面分析、计算研究以及与 SARS-CoV-2 蛋白的计算机分子对接

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Abstract

We report structural and computational studies of three α-aminophosphonates 4-XC(6)H(4)-NH-CH(4-BrC(6)H(4))-P(O)(OiPr)(2), namely diisopropyl((4-bromophenyl)(phenylamino)methyl)phosphonate (X = H, 1), diisopropyl((4-bromophenyl)((4-bromophenyl)amino)methyl)phosphonate (X = Br, 2) and diisopropyl((4-bromophenyl)((4-methoxyphenyl)amino)methyl)phosphonate (X = MeO, 3). The structures of 1-3 were fully confirmed by means of the (31)P{(1)H} and (1)H NMR spectroscopy. Crystal structures of 2 and 3 are isostructural and each contain two independent molecules in the asymmetric unit cell. Energy frameworks have been calculated to analyze the overall crystal packing of 1-3. The DFT calculations were performed to verify the structures of 1-3 as well as their electronic and optical properties. Molecular docking was applied to examine the influence of both the (S)- and (R)-enantiomers of 1-3 on a series of the SARS-CoV-2 proteins.

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