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

• Published in: Results in Chemistry Vol. 4; p. 100398
• Main Authors: Kameswara Rao, Kodagala, Hari Hara Surendra Babu, Velakaturi, Syam Prasad, Gandavaram, Krishnaiah, Musali, Suresh Reddy, Cirandur, Gayathri, Dasararaju
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01-01-2022; Elsevier
• Subjects: Crystallography; Hirshfeld analysis; Mitogen activated protein kinase; Molecular docking; Organophosphorus; Oxazaphosphorine; Organophosphorus; Oxazaphosphorine; Hirshfeld analysis; Mitogen activated protein kinase; Crystallography; Molecular docking
• ISSN: 2211-7156; 2211-7156
• DOI: 10.1016/j.rechem.2022.100398

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.