α-Aminophosphonates 4-XC6H4-NH-CH(4-BrC6H4)-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

[摘要] We report structural and computational studies of three alpha-aminophosphonates 4-XC6H4-NH-CH(4-BrC6H4)-P(O)(OiPr)(2), namely diisopropyl((4-bromophenyl)(phenylamino)methyl)phosphonate (X = H, 1), diisopropyl((4-bromophenyl)((4-bromophenyl)amino)methyllphosphonate (X = Br, 2) and diisopropyl((4-bromophenyl)((4-methoxyphenyl)amino)methyllphosphonate (X = MeO, 3). The structures of 1-3 were fully confirmed by means of the P-31{H-1} and H-1 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. (C) 2021 Elsevier Ltd. All rights reserved.

[发布日期] 2021-09-24

[关键词] Aminophosphonate;Crystal structure;Hirshfeld surface analysis;Computational studies;DFT;Molecular docking