(2R)-2-(4-fluoro-3-methylbenzenesulfonamido)-N-hydroxy-2-(oxan-4-yl)acetamide

• ChemBase ID: 4941
• Molecular Formular: C14H19FN2O5S
• Molecular Mass: 346.3744632
• Monoisotopic Mass: 346.09987094
• SMILES: c1(cc(c(cc1)F)C)S(=O)(=O)N[C@@H](C(=O)NO)C1CCOCC1
• Canonical SMILES: ONC(=O)[C@@H](C1CCOCC1)NS(=O)(=O)c1ccc(c(c1)C)F
• InChI: InChI=1S/C14H19FN2O5S/c1-9-8-11(2-3-12(9)15)23(20,21)17-13(14(18)16-19)10-4-6-22-7-5-10/h2-3,8,10,13,17,19H,4-7H2,1H3,(H,16,18)/t13-/m1/s1
• InChIKey: LUCFRFDOOYLALP-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(4-fluoro-3-methylbenzenesulfonamido)-N-hydroxy-2-(oxan-4-yl)acetamide
• IUPAC Traditional name: (2R)-2-(4-fluoro-3-methylbenzenesulfonamido)-N-hydroxy-2-(oxan-4-yl)acetamide
• Synonyms: (2R)-2-{[(4-FLUORO-3-METHYLPHENYL)SULFONYL]AMINO}-N-HYDROXY-2-TETRAHYDRO-2H-PYRAN-4-YLACETAMIDE

Database IDs

• PubChem SID: 160968373; 99443761
• PubChem CID: 4369384

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.675498
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.7603922
• LogD (pH = 7.4): 0.73846895
• Log P: 0.76067805
• Molar Refractivity: 81.0804 cm^3
• Polarizability: 31.927246 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.12
• LOG S: -2.48
• Solubility (Water): 1.16e+00 g/l

DETAILS

DrugBank - DB07290

Drug information: experimental