Title of article :
Crystal structure, Hirshfeld surface analysis, DFT and molecular docking investigation of 2-(2-oxo-1,3-oxazolidin-3-yl)ethyl 2-[2-(2-oxo-1,3-oxazolidin-3-yl)ethoxy]quinoline-4-carboxylate
Author/Authors :
Bouzian, Younos Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pole of Competence - Pharmacochemistry, Morocco , Baydere, Cemile Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Dege, Necmi Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Ahabchane, Noureddine Hamou Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pole of Competence - Pharmacochemistry, Morocco , Mague, Joel T. Department of Chemistry - Tulane University, USA , Abudunia, Abdulmalik Department of Pharmacology - Faculty of Clinical Pharmacy - University of Medical and Applied Sciences, Yemen , Karrouchi, Khalid Laboratory of analytical Chemistry and Bromatology - Faculty of Medicine and Pharmacy ---Mohammed V University, Rabat, Morocco , Essassi, El Mokhtar Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pole of Competence - Pharmacochemistry, Morocco
Abstract :
In the molecular structure of the title compound, C20H21N3O7, the quinoline ring system is slightly bent, with a dihedral angle between the phenyl and the pyridine rings of 3.47 (7)°. In the crystal, corrugated layers of molecules extending along the ab plane are generated by C—H⋯O hydrogen bonds. The intermolecular interactions were quantified by Hirshfeld surface analysis and two-dimensional fingerprint plots. The most significant contributions to the crystal packing are from H⋯H (42.3%), H⋯O/O⋯H (34.5%) and H⋯C/ C⋯H (17.6%) contacts. Molecular orbital calculations providing electron-density plots of the HOMO and LUMO as well as molecular electrostatic potentials (MEP) were computed, both with the DFT/B3LYP/6–311 G++(d,p) basis set. A molecular docking study between the title molecule and the COVID-19 main protease (PDB ID: 6LU7) was performed, showing that it is a good agent because of its affinity and ability to adhere to the active sites of the protein.
Keywords :
crystal structure , Molecular docking , oxazolidine , quinoline , Hirshfeld surface analysis , Covid-19 , DFT
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
