(2S)-2-amino-3-{[2-(aminodihydroxy-$l^{4}-sulfanyl)ethyl]sulfanyl}propanoic acid

• ChemBase ID: 2414
• Molecular Formular: C5H14N2O4S2
• Molecular Mass: 230.30566
• Monoisotopic Mass: 230.03949894
• SMILES: N[C@H](CSCCS(N)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](CSCCS(O)(O)N)N
• InChI: InChI=1S/C5H14N2O4S2/c6-4(5(8)9)3-12-1-2-13(7,10)11/h4,10-11H,1-3,6-7H2,(H,8,9)/t4-/m1/s1
• InChIKey: YTCWCYHVPRUAOX-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{[2-(aminodihydroxy-$l^{4}-sulfanyl)ethyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{[2-(aminodihydroxy-$l^{4}-sulfanyl)ethyl]sulfanyl}propanoic acid
• Synonyms: S-{2-[Amino(Dihydroxy)-Lambda~4~-Sulfanyl]Ethyl}-D-Cysteine

Database IDs

• PubChem SID: 160965865; 46507249
• PubChem CID: 21158883; 5289344

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8665273
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -7.4229646
• LogD (pH = 7.4): -6.0184555
• Log P: -4.6375055
• Molar Refractivity: 52.727 cm^3
• Polarizability: 21.720695 Å^3
• Polar Surface Area: 129.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.87
• LOG S: -1.71
• Solubility (Water): 4.45e+00 g/l

DETAILS

DrugBank - DB02689

Drug information: experimental