Cargando…
Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one
The title compound, C(22)H(18)N(2)O(2), is a Schiff base that exists in the phenol–imine tautomeric form and adopts an E configuration with respect to the C=N bond. The molecular structure is stabilized by an O—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, pairs of C—H⋯O hydrogen b...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8183453/ https://www.ncbi.nlm.nih.gov/pubmed/34164147 http://dx.doi.org/10.1107/S2056989021005442 |
_version_ | 1783704378556809216 |
---|---|
author | Kansiz, Sevgi Tatlidil, Digdem Dege, Necmi Aktas, Feyzi Alkim Al-Asbahy, Samir Osman Mohammed Alaman Agar, Aysen |
author_facet | Kansiz, Sevgi Tatlidil, Digdem Dege, Necmi Aktas, Feyzi Alkim Al-Asbahy, Samir Osman Mohammed Alaman Agar, Aysen |
author_sort | Kansiz, Sevgi |
collection | PubMed |
description | The title compound, C(22)H(18)N(2)O(2), is a Schiff base that exists in the phenol–imine tautomeric form and adopts an E configuration with respect to the C=N bond. The molecular structure is stabilized by an O—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, pairs of C—H⋯O hydrogen bonds link the molecules to form inversion dimers. Weak π–π stacking interactions along the a-axis direction provide additional stabilization of the crystal structure. The molecule is non-planar, the aromatic ring of the benzaldehyde residue being nearly perpendicular to the phenyl and 4-methylphenol rings with dihedral angles of 88.78 (13) and 82.26 (14)°, respectively. A molecular docking study between the title molecule and the COVID-19 main protease (PDB ID: 6LU7) was performed, showing that it is a potential agent because of its affinity and ability to adhere to the active sites of the protein. |
format | Online Article Text |
id | pubmed-8183453 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-81834532021-06-22 Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one Kansiz, Sevgi Tatlidil, Digdem Dege, Necmi Aktas, Feyzi Alkim Al-Asbahy, Samir Osman Mohammed Alaman Agar, Aysen Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(22)H(18)N(2)O(2), is a Schiff base that exists in the phenol–imine tautomeric form and adopts an E configuration with respect to the C=N bond. The molecular structure is stabilized by an O—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, pairs of C—H⋯O hydrogen bonds link the molecules to form inversion dimers. Weak π–π stacking interactions along the a-axis direction provide additional stabilization of the crystal structure. The molecule is non-planar, the aromatic ring of the benzaldehyde residue being nearly perpendicular to the phenyl and 4-methylphenol rings with dihedral angles of 88.78 (13) and 82.26 (14)°, respectively. A molecular docking study between the title molecule and the COVID-19 main protease (PDB ID: 6LU7) was performed, showing that it is a potential agent because of its affinity and ability to adhere to the active sites of the protein. International Union of Crystallography 2021-05-28 /pmc/articles/PMC8183453/ /pubmed/34164147 http://dx.doi.org/10.1107/S2056989021005442 Text en © Kansiz et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Kansiz, Sevgi Tatlidil, Digdem Dege, Necmi Aktas, Feyzi Alkim Al-Asbahy, Samir Osman Mohammed Alaman Agar, Aysen Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title | Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title_full | Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title_fullStr | Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title_full_unstemmed | Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title_short | Crystal structure and molecular docking study of (E)-2-{[(E)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
title_sort | crystal structure and molecular docking study of (e)-2-{[(e)-2-hydroxy-5-methylbenzylidene]hydrazinylidene}-1,2-diphenylethan-1-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8183453/ https://www.ncbi.nlm.nih.gov/pubmed/34164147 http://dx.doi.org/10.1107/S2056989021005442 |
work_keys_str_mv | AT kansizsevgi crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one AT tatlidildigdem crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one AT degenecmi crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one AT aktasfeyzialkim crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one AT alasbahysamirosmanmohammed crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one AT alamanagaraysen crystalstructureandmoleculardockingstudyofe2e2hydroxy5methylbenzylidenehydrazinylidene12diphenylethan1one |