Structural, Hirshfeld Surface and Molecular Docking Studies of a New Organotin(IV)-phosphoric Triamide Complex and an Amidophosphoric Acid Ester Proposed As Possible SARS-CoV-2 and Monkeypox Inhibitors

Phosphoramides and their complexes are attractive compounds due to their significant inhibiting functionality in biological medicine. In this paper, a novel organotin(IV)-phosphoramide complex (Sn(CH)Cl{[(3-Cl)CHNH]P(O)[NCHO]}, ), derived from a reaction between phosphoric triamide ligand with dimethyltin dichloride, and a new amidophosphoric acid ester ([OCHC(CH)CHO]P(O)[N(CH)CHCH], ), prepared from the condensation of a cyclic chlorophosphate reagent with -methylbenzylamine, are structurally characterized and investigated as potential SARS-CoV-2 and Monkeypox inhibitors by molecular docking simulation. Both compounds crystallize in the monoclinic crystal system with space group 2/. The asymmetric unit of the complex consists of one-half molecule, where Sn is located on an inversion center, while the asymmetric part of consists of one whole molecule. In the complex , the tin atom adopts a six-coordinate octahedral geometry with groups of (Cl), (CH) and (PO) (PO = phosphoric triamide ligand). The molecular architecture consists of the N-H⋯Cl hydrogen bonds stretching as a 1D linear arrangement along the axis with intermediate ring motifs, whereas in the case of , the crystal packing is devoid of any classical hydrogen bond interaction. Furthermore, a graphical analysis by using Hirshfeld surface method identifies the most important intermolecular interactions being of the type H⋯Cl/Cl⋯H (for ) and H⋯O/O⋯H (for and ), covering the hydrogen bond interactions N-H⋯Cl and C-H⋯O═P, respectively, which turn out to be favoured. A biological molecular docking simulation on the studied compounds provides evidence to suggest a significant inhibitory potential against SARS-COV-2 (6LU7) and Monkeypox (4QWO) especially for 6LU7 with a binding energy around -6 kcal/mol competing with current effective drugs against this virus (with a binding energy around -5 and -7 kcal/mol). It is worth noting that this report is the first case of an inhibitory potential evaluation of phosphoramide compounds on Monkeypox.