Synthesis, crystal structure, Hirshfeld analysis and in silico studies of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide
Molecular structure of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide was determined using single crystal X-ray diffraction study. Hirshfeld analysis was performed to calculate the electrostatic surface potential. Molecular docking of compound with MAPK enzyme was inve...
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| Published in: | Results in Chemistry Vol. 4; p. 100398 |
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| Abstract | Molecular structure of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide was determined using single crystal X-ray diffraction study. Hirshfeld analysis was performed to calculate the electrostatic surface potential. Molecular docking of compound with MAPK enzyme was investigated.
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•Organophosphorus was synthesized.•Structure of compound was confirmed by single crystal X-ray diffraction.•Hirshfeld analysis was performed to calculate the electrostatic surface potential.•Drug likeliness and ADMET properties obeyed Lipinski’s rule of 5 with no violation.•Compounds showed good binding potential with MAPK enzyme.
The 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide compound was prepared from thiophosphoryl chloride and 2-((p-tolylamino)methyl)phenol in the presence of triethylamine. X-ray crystal structure of the compound was determined using direct methods and refined to an R factor of 4.6%. The compound has adopted an orthorhombic crystal system with Pna21 space group. Hirshfeld analysis was performed to calculate the electrostatic surface potential. In silico molecular docking studies revealed the binding potential of the compound at the active site of the MAPK enzyme. |
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| AbstractList | The 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide compound was prepared from thiophosphoryl chloride and 2-((p-tolylamino)methyl)phenol in the presence of triethylamine. X-ray crystal structure of the compound was determined using direct methods and refined to an R factor of 4.6%. The compound has adopted an orthorhombic crystal system with Pna21 space group. Hirshfeld analysis was performed to calculate the electrostatic surface potential. In silico molecular docking studies revealed the binding potential of the compound at the active site of the MAPK enzyme. Molecular structure of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide was determined using single crystal X-ray diffraction study. Hirshfeld analysis was performed to calculate the electrostatic surface potential. Molecular docking of compound with MAPK enzyme was investigated. [Display omitted] •Organophosphorus was synthesized.•Structure of compound was confirmed by single crystal X-ray diffraction.•Hirshfeld analysis was performed to calculate the electrostatic surface potential.•Drug likeliness and ADMET properties obeyed Lipinski’s rule of 5 with no violation.•Compounds showed good binding potential with MAPK enzyme. The 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide compound was prepared from thiophosphoryl chloride and 2-((p-tolylamino)methyl)phenol in the presence of triethylamine. X-ray crystal structure of the compound was determined using direct methods and refined to an R factor of 4.6%. The compound has adopted an orthorhombic crystal system with Pna21 space group. Hirshfeld analysis was performed to calculate the electrostatic surface potential. In silico molecular docking studies revealed the binding potential of the compound at the active site of the MAPK enzyme. |
| ArticleNumber | 100398 |
| Author | Syam Prasad, Gandavaram Suresh Reddy, Cirandur Gayathri, Dasararaju Hari Hara Surendra Babu, Velakaturi Kameswara Rao, Kodagala Krishnaiah, Musali |
| Author_xml | – sequence: 1 givenname: Kodagala surname: Kameswara Rao fullname: Kameswara Rao, Kodagala organization: Department of Physics, Sri Venkateswara Arts College, Tirupati 517501, India – sequence: 2 givenname: Velakaturi surname: Hari Hara Surendra Babu fullname: Hari Hara Surendra Babu, Velakaturi organization: Department of Physics, Sri Venkateswara Arts College, Tirupati 517501, India – sequence: 3 givenname: Gandavaram surname: Syam Prasad fullname: Syam Prasad, Gandavaram organization: Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, India – sequence: 4 givenname: Musali surname: Krishnaiah fullname: Krishnaiah, Musali organization: Department of Physics, Sri Venkateswara University, Tirupati 517 502, India – sequence: 5 givenname: Cirandur surname: Suresh Reddy fullname: Suresh Reddy, Cirandur organization: Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, India – sequence: 6 givenname: Dasararaju surname: Gayathri fullname: Gayathri, Dasararaju email: drdgayathri@gmail.com organization: Centre of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600025, India |
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| Keywords | Organophosphorus Oxazaphosphorine Hirshfeld analysis Mitogen activated protein kinase Crystallography Molecular docking |
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| Snippet | Molecular structure of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide was determined using single crystal X-ray diffraction... The 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide compound was prepared from thiophosphoryl chloride and... |
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| SubjectTerms | Crystallography Hirshfeld analysis Mitogen activated protein kinase Molecular docking Organophosphorus Oxazaphosphorine |
| Title | Synthesis, crystal structure, Hirshfeld analysis and in silico studies of 2-chloro-3-(p-tolyl)-3,4-dihydro-2H-benzo[e][1,3,2]oxazaphosphinine 2-sulfide |
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