(2R,3S)-2-ethyl-3-(4-methylbenzenesulfonamido)butanedioic acid

• ChemBase ID: 4605
• Molecular Formular: C13H17NO6S
• Molecular Mass: 315.34218
• Monoisotopic Mass: 315.07765827
• SMILES: C(=O)([C@@H]([C@@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)C)CC)O
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)C)C(=O)O
• InChI: InChI=1S/C13H17NO6S/c1-3-10(12(15)16)11(13(17)18)14-21(19,20)9-6-4-8(2)5-7-9/h4-7,10-11,14H,3H2,1-2H3,(H,15,16)(H,17,18)/t10-,11+/m1/s1
• InChIKey: KPHLTCNXHCHMOW-MNOVXSKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-ethyl-3-(4-methylbenzenesulfonamido)butanedioic acid
• IUPAC Traditional name: (2R,3S)-2-ethyl-3-(4-methylbenzenesulfonamido)butanedioic acid
• Synonyms: (3R)-3-ethyl-N-[(4-methylphenyl)sulfonyl]-L-aspartic acid

Database IDs

• PubChem SID: 99443422; 160968037
• PubChem CID: 444650

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1509967
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.3723712
• LogD (pH = 7.4): -4.28416
• Log P: 1.7088646
• Molar Refractivity: 73.9432 cm^3
• Polarizability: 29.604597 Å^3
• Polar Surface Area: 120.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.28
• LOG S: -2.78
• Solubility (Water): 5.19e-01 g/l

DETAILS

DrugBank - DB06951

Drug information: experimental