Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative
It has been established that three-component condensation of benzaldehyde, acetone and urea catalyzed H2SO4 leads to the formation of spirobi[hexahidropyrimidine]-dione derivatives. The structure of the synthesized compound has been proved by X-ray method. The results of the quantum theory of atom-i...
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| Format: | Article |
| Language: | English |
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Elsevier
2024-12-01
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| Series: | Chemical Physics Impact |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2667022424002603 |
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| author | Malahat Kurbanova Suraj N. Mali Fidan Gurbanova Haya Yasin Shailesh S. Gurav Chin-Hung Lai |
| author_facet | Malahat Kurbanova Suraj N. Mali Fidan Gurbanova Haya Yasin Shailesh S. Gurav Chin-Hung Lai |
| author_sort | Malahat Kurbanova |
| collection | DOAJ |
| description | It has been established that three-component condensation of benzaldehyde, acetone and urea catalyzed H2SO4 leads to the formation of spirobi[hexahidropyrimidine]-dione derivatives. The structure of the synthesized compound has been proved by X-ray method. The results of the quantum theory of atom-in-molecule and noncovalent interaction index analysis showed no intramolecular hydrogen bonds in the molecule studied. However, it contains four NH bonds and two CO groups. Based on the result of the DFT-NBO analysis, it was the lone pairs of oxygen on the CO group which are forming strong orbital interactions with the antibonding orbital of the CN single bond. The molecular docking was performed to investigate potential binding interactions of the compound with four target proteins including 5I4T (HIV-1), 5R7Z, 6M71 and 6VYB (SARS-Cov-2). Additionally, in-silico drug-likeness and ADME studies suggested oral activity (violations ≤ 1) of scaffold and predicted to be actively effluxed by P-gp (PGP+). |
| format | Article |
| id | doaj-art-8a88282052084ad59a20e09d5e420c72 |
| institution | OA Journals |
| issn | 2667-0224 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Chemical Physics Impact |
| spelling | doaj-art-8a88282052084ad59a20e09d5e420c722025-08-20T01:52:42ZengElsevierChemical Physics Impact2667-02242024-12-01910071610.1016/j.chphi.2024.100716Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivativeMalahat Kurbanova0Suraj N. Mali1Fidan Gurbanova2Haya Yasin3Shailesh S. Gurav4Chin-Hung Lai5Baku State University, Organic Chemistry Department, Z. Khalilov 23, Baku, AZ 1148, Azerbaijan; Corresponding authors.Department of Pharmaceutical Chemistry, School of Pharmacy, D.Y. Patil University (Deemed to be University), Navi Mumbai, India; Corresponding authors.Quality control Chemist, Delaval, Industriepark Drongen 10, BelgiumDepartment of Pharmaceutical Sciences, College of Pharmacy and Health Sciences, Ajman University, Ajman 346, United Arab Emirates; Corresponding authors.Department of Chemistry, VIVA College, Virar (W) 401303, Maharashtra, IndiaDepartment of Medical Applied Chemistry, Chung Shan Medical University, Taichung, Taiwan; Corresponding authors.It has been established that three-component condensation of benzaldehyde, acetone and urea catalyzed H2SO4 leads to the formation of spirobi[hexahidropyrimidine]-dione derivatives. The structure of the synthesized compound has been proved by X-ray method. The results of the quantum theory of atom-in-molecule and noncovalent interaction index analysis showed no intramolecular hydrogen bonds in the molecule studied. However, it contains four NH bonds and two CO groups. Based on the result of the DFT-NBO analysis, it was the lone pairs of oxygen on the CO group which are forming strong orbital interactions with the antibonding orbital of the CN single bond. The molecular docking was performed to investigate potential binding interactions of the compound with four target proteins including 5I4T (HIV-1), 5R7Z, 6M71 and 6VYB (SARS-Cov-2). Additionally, in-silico drug-likeness and ADME studies suggested oral activity (violations ≤ 1) of scaffold and predicted to be actively effluxed by P-gp (PGP+).http://www.sciencedirect.com/science/article/pii/S2667022424002603Spirobi[hexahidropyrimidine]-diones derivativeX-ray analysisMolecular dockingADMEDFT |
| spellingShingle | Malahat Kurbanova Suraj N. Mali Fidan Gurbanova Haya Yasin Shailesh S. Gurav Chin-Hung Lai Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative Chemical Physics Impact Spirobi[hexahidropyrimidine]-diones derivative X-ray analysis Molecular docking ADME DFT |
| title | Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative |
| title_full | Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative |
| title_fullStr | Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative |
| title_full_unstemmed | Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative |
| title_short | Synthesis, structure, DFT study and molecular docking inspection of spirobi[hexahydropyrimidine]-diones derivative |
| title_sort | synthesis structure dft study and molecular docking inspection of spirobi hexahydropyrimidine diones derivative |
| topic | Spirobi[hexahidropyrimidine]-diones derivative X-ray analysis Molecular docking ADME DFT |
| url | http://www.sciencedirect.com/science/article/pii/S2667022424002603 |
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