(2S)-2-amino-3-[(2-hydroxyethyl)disulfanyl]propanoic acid

• ChemBase ID: 4101
• Molecular Formular: C5H11NO3S2
• Molecular Mass: 197.27574
• Monoisotopic Mass: 197.01803522
• SMILES: N[C@H](CSSCCO)C(=O)O
• Canonical SMILES: OCCSSC[C@H](C(=O)O)N
• InChI: InChI=1S/C5H11NO3S2/c6-4(5(8)9)3-11-10-2-1-7/h4,7H,1-3,6H2,(H,8,9)/t4-/m1/s1
• InChIKey: YPUBRSXDQSFQBA-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(2-hydroxyethyl)disulfanyl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[(2-hydroxyethyl)disulfanyl]propanoic acid
• Synonyms: S,S-(2-Hydroxyethyl)Thiocysteine

Database IDs

• PubChem SID: 160967534; 46504681
• PubChem CID: 170018; 13767367

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0359209
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.218085
• LogD (pH = 7.4): -3.2271304
• Log P: -3.218256
• Molar Refractivity: 47.3844 cm^3
• Polarizability: 18.84923 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.54
• LOG S: -0.74
• Solubility (Water): 3.60e+01 g/l

DETAILS

DrugBank - DB04530

Drug information: experimental