(2S)-2-amino-4-({[(2S,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid

• ChemBase ID: 2066
• Molecular Formular: C9H17NO6S
• Molecular Mass: 267.29938
• Monoisotopic Mass: 267.07765827
• SMILES: N[C@@H](CCSC[C@H]1O[C@H](O)[C@@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CCSC[C@H]1O[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C9H17NO6S/c10-4(8(13)14)1-2-17-3-5-6(11)7(12)9(15)16-5/h4-7,9,11-12,15H,1-3,10H2,(H,13,14)/t4-,5+,6+,7-,9-/m0/s1
• InChIKey: IQFWYNFDWRYSRA-FIJBBSBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-({[(2S,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-({[(2S,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
• Synonyms: 5-(3-Amino-4,4-Dihyroxy-Butylsulfanylmethyl)-Tetrahydro-Furan-2,3,4-Triol

Database IDs

• PubChem SID: 160965520; 46506348
• PubChem CID: 46936349

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8022463
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.233146
• LogD (pH = 7.4): -4.2363195
• Log P: -4.2331867
• Molar Refractivity: 59.4888 cm^3
• Polarizability: 24.45032 Å^3
• Polar Surface Area: 133.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.58
• LOG S: -0.81
• Solubility (Water): 4.10e+01 g/l

DETAILS

DrugBank - DB02321

Drug information: experimental