(3S)-4-[4-(but-2-yn-1-yloxy)benzenesulfonyl]-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide

• ChemBase ID: 5593
• Molecular Formular: C17H22N2O5S2
• Molecular Mass: 398.49698
• Monoisotopic Mass: 398.09701381
• SMILES: CC#CCOc1ccc(cc1)S(=O)(=O)N1CCSC([C@@H]1C(=O)NO)(C)C
• Canonical SMILES: ONC(=O)[C@@H]1N(CCSC1(C)C)S(=O)(=O)c1ccc(cc1)OCC#CC
• InChI: InChI=1S/C17H22N2O5S2/c1-4-5-11-24-13-6-8-14(9-7-13)26(22,23)19-10-12-25-17(2,3)15(19)16(20)18-21/h6-9,15,21H,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1
• InChIKey: CVZIHNYAZLXRRS-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-4-[4-(but-2-yn-1-yloxy)benzenesulfonyl]-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
• IUPAC Traditional name: (3S)-4-[4-(but-2-yn-1-yloxy)benzenesulfonyl]-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
• Synonyms: (3S)-4-{[4-(BUT-2-YNYLOXY)PHENYL]SULFONYL}-N-HYDROXY-2,2-DIMETHYLTHIOMORPHOLINE-3-CARBOXAMIDE

Database IDs

• PubChem SID: 99444435; 160969021
• PubChem CID: 5288615

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.699524
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.8196748
• LogD (pH = 7.4): 1.7987903
• Log P: 1.8199478
• Molar Refractivity: 101.3317 cm^3
• Polarizability: 39.679115 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.18
• LOG S: -4.38
• Solubility (Water): 1.68e-02 g/l

DETAILS

DrugBank - DB07964

Drug information: experimental