(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-sulfoethyl]carbamoyl}butanoic acid

• ChemBase ID: 2710
• Molecular Formular: C10H17N3O9S
• Molecular Mass: 355.32168
• Monoisotopic Mass: 355.06855014
• SMILES: N[C@@H](CCC(=O)N[C@H](CS(=O)(=O)O)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CS(=O)(=O)O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H17N3O9S/c11-5(10(18)19)1-2-7(14)13-6(4-23(20,21)22)9(17)12-3-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)(H,20,21,22)/t5-,6+/m0/s1
• InChIKey: QGWRMTHFAZVWAM-NTSWFWBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-sulfoethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @glutathione sulfonic acid
• Synonyms: Glutathione Sulfonic Acid

Database IDs

• PubChem SID: 160966159; 46504962
• PubChem CID: 13134933

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.90143365
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -10.67227
• LogD (pH = 7.4): -11.994837
• Log P: -4.9880977
• Molar Refractivity: 71.3263 cm^3
• Polarizability: 29.337511 Å^3
• Polar Surface Area: 213.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.98
• LOG S: -2.07
• Solubility (Water): 3.00e+00 g/l

DETAILS

DrugBank - DB03003

Drug information: experimental