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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...

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Autores principales: Kansiz, Sevgi, Tatlidil, Digdem, Dege, Necmi, Aktas, Feyzi Alkim, Al-Asbahy, Samir Osman Mohammed, Alaman Agar, Aysen
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
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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.
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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
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