Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease
A novel series of <i>bis</i>-[1,3,4]thiadiazolimines, and <i>bis</i>-thiazolimines, with alkyl linker, were synthesized through general routes from cyclization of 1,1′-(hexane-1,6-diyl)bis(3-phenylthiourea) and hydrazonoyl halides or <i>α</i>-haloketones, respecti...
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| Format: | Article |
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MDPI AG
2022-09-01
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| Series: | Current Issues in Molecular Biology |
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| Online Access: | https://www.mdpi.com/1467-3045/44/10/311 |
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| author | Sobhi M. Gomha Sayed M. Riyadh Magda H. Abdellattif Tariq Z. Abolibda Hassan M. Abdel-aziz AbdElAziz. A. Nayl Alaa M. Elgohary Abdo A. Elfiky |
| author_facet | Sobhi M. Gomha Sayed M. Riyadh Magda H. Abdellattif Tariq Z. Abolibda Hassan M. Abdel-aziz AbdElAziz. A. Nayl Alaa M. Elgohary Abdo A. Elfiky |
| author_sort | Sobhi M. Gomha |
| collection | DOAJ |
| description | A novel series of <i>bis</i>-[1,3,4]thiadiazolimines, and <i>bis</i>-thiazolimines, with alkyl linker, were synthesized through general routes from cyclization of 1,1′-(hexane-1,6-diyl)bis(3-phenylthiourea) and hydrazonoyl halides or <i>α</i>-haloketones, respectively. Docking studies were applied to test the binding affinity of the synthesized products against the M<sup>pro</sup> of SARS-CoV-2. The best compound, <b>5h</b>, has average binding energy (−7.50 ± 0.58 kcal/mol) better than that of the positive controls O6K and N3 (−7.36 ± 0.34 and −6.36 ± 0.31 kcal/mol). Additionally, the docking poses (H-bonds and hydrophobic contacts) of the tested compounds against the M<sup>pro</sup> using the PLIP web server were analyzed. |
| first_indexed | 2024-03-09T20:26:36Z |
| format | Article |
| id | doaj.art-d9b0c32515bd4f56bd961643fd7232dd |
| institution | Directory Open Access Journal |
| issn | 1467-3037 1467-3045 |
| language | English |
| last_indexed | 2024-03-09T20:26:36Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Current Issues in Molecular Biology |
| spelling | doaj.art-d9b0c32515bd4f56bd961643fd7232dd2023-11-23T23:33:47ZengMDPI AGCurrent Issues in Molecular Biology1467-30371467-30452022-09-0144104540455610.3390/cimb44100311Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main ProteaseSobhi M. Gomha0Sayed M. Riyadh1Magda H. Abdellattif2Tariq Z. Abolibda3Hassan M. Abdel-aziz4AbdElAziz. A. Nayl5Alaa M. Elgohary6Abdo A. Elfiky7Department of Chemistry, Faculty of Science, Islamic University of Madinah, Madinah 42351, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Giza 12613, EgyptDepartment of Chemistry, College of Science, Taif University, P.O. Box 11099, Taif 21944, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Islamic University of Madinah, Madinah 42351, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Bani Suef University, Bani Suef 62521, EgyptDepartment of Chemistry, College of Science, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Biophysics, Faculty of Science, Cairo University, Giza 12613, EgyptDepartment of Biophysics, Faculty of Science, Cairo University, Giza 12613, EgyptA novel series of <i>bis</i>-[1,3,4]thiadiazolimines, and <i>bis</i>-thiazolimines, with alkyl linker, were synthesized through general routes from cyclization of 1,1′-(hexane-1,6-diyl)bis(3-phenylthiourea) and hydrazonoyl halides or <i>α</i>-haloketones, respectively. Docking studies were applied to test the binding affinity of the synthesized products against the M<sup>pro</sup> of SARS-CoV-2. The best compound, <b>5h</b>, has average binding energy (−7.50 ± 0.58 kcal/mol) better than that of the positive controls O6K and N3 (−7.36 ± 0.34 and −6.36 ± 0.31 kcal/mol). Additionally, the docking poses (H-bonds and hydrophobic contacts) of the tested compounds against the M<sup>pro</sup> using the PLIP web server were analyzed.https://www.mdpi.com/1467-3045/44/10/311<i>bis</i>-(3-phenylthiourea)hydrazonoyl halides<i>α</i>-haloketonesmolecular dockingSARS-CoV-2 M<sup>pro</sup> |
| spellingShingle | Sobhi M. Gomha Sayed M. Riyadh Magda H. Abdellattif Tariq Z. Abolibda Hassan M. Abdel-aziz AbdElAziz. A. Nayl Alaa M. Elgohary Abdo A. Elfiky Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease Current Issues in Molecular Biology <i>bis</i>-(3-phenylthiourea) hydrazonoyl halides <i>α</i>-haloketones molecular docking SARS-CoV-2 M<sup>pro</sup> |
| title | Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease |
| title_full | Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease |
| title_fullStr | Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease |
| title_full_unstemmed | Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease |
| title_short | Synthesis and In Silico Study of Some New <i>bis</i>-[1,3,4]thiadiazolimines and <i>bis</i>-Thiazolimines as Potential Inhibitors for SARS-CoV-2 Main Protease |
| title_sort | synthesis and in silico study of some new i bis i 1 3 4 thiadiazolimines and i bis i thiazolimines as potential inhibitors for sars cov 2 main protease |
| topic | <i>bis</i>-(3-phenylthiourea) hydrazonoyl halides <i>α</i>-haloketones molecular docking SARS-CoV-2 M<sup>pro</sup> |
| url | https://www.mdpi.com/1467-3045/44/10/311 |
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