(3S)-4-{4-[(4-aminobut-2-yn-1-yl)oxy]benzenesulfonyl}-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide

• ChemBase ID: 4774
• Molecular Formular: C17H23N3O5S2
• Molecular Mass: 413.51162
• Monoisotopic Mass: 413.10791285
• SMILES: CC1([C@@H](N(CCS1)S(=O)(=O)c1ccc(cc1)OCC#CCN)C(=O)NO)C
• Canonical SMILES: NCC#CCOc1ccc(cc1)S(=O)(=O)N1CCSC([C@@H]1C(=O)NO)(C)C
• InChI: InChI=1S/C17H23N3O5S2/c1-17(2)15(16(21)19-22)20(10-12-26-17)27(23,24)14-7-5-13(6-8-14)25-11-4-3-9-18/h5-8,15,22H,9-12,18H2,1-2H3,(H,19,21)/t15-/m0/s1
• InChIKey: AANXPIMDONQTQF-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-4-{4-[(4-aminobut-2-yn-1-yl)oxy]benzenesulfonyl}-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
• IUPAC Traditional name: (3S)-4-{4-[(4-aminobut-2-yn-1-yl)oxy]benzenesulfonyl}-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
• Synonyms: 4-({4-[(4-AMINOBUT-2-YNYL)OXY]PHENYL}SULFONYL)-N-HYDROXY-2,2-DIMETHYLTHIOMORPHOLINE-3-CARBOXAMIDE

Database IDs

• PubChem SID: 160968206; 99443592
• PubChem CID: 6102708

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.453162
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.400662
• LogD (pH = 7.4): -0.96028817
• Log P: -0.20713268
• Molar Refractivity: 104.7639 cm^3
• Polarizability: 41.208565 Å^3
• Polar Surface Area: 121.96 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.03
• LOG S: -4.07
• Solubility (Water): 3.50e-02 g/l

DETAILS

DrugBank - DB07121

Drug information: experimental