(2S)-2-amino-4-{[(2R,3S)-2,3,5-trihydroxy-4-oxopentyl]sulfanyl}butanoic acid

• ChemBase ID: 3799
• Molecular Formular: C9H17NO6S
• Molecular Mass: 267.29938
• Monoisotopic Mass: 267.07765827
• SMILES: N[C@@H](CCSC[C@H](O)[C@H](O)C(=O)CO)C(=O)O
• Canonical SMILES: OCC(=O)[C@H]([C@H](CSCC[C@@H](C(=O)O)N)O)O
• InChI: InChI=1S/C9H17NO6S/c10-5(9(15)16)1-2-17-4-7(13)8(14)6(12)3-11/h5,7-8,11,13-14H,1-4,10H2,(H,15,16)/t5-,7-,8+/m0/s1
• InChIKey: QFXXRJSDEMCBPH-APQOSEDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(2R,3S)-2,3,5-trihydroxy-4-oxopentyl]sulfanyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(2R,3S)-2,3,5-trihydroxy-4-oxopentyl]sulfanyl}butanoic acid
• Synonyms: (S)-2-Amino-4-[(2s,3r)-2,3,5-Trihydroxy-4-Oxo-Pentyl]Mercapto-Butyric Acid

Database IDs

• PubChem SID: 46508110; 160967236
• PubChem CID: 46936914

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8690361
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.5675488
• LogD (pH = 7.4): -4.572522
• Log P: -4.5676317
• Molar Refractivity: 61.1272 cm^3
• Polarizability: 24.55001 Å^3
• Polar Surface Area: 141.08 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.57
• LOG S: -1.1
• Solubility (Water): 2.13e+01 g/l

DETAILS

DrugBank - DB04182

Drug information: experimental