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

• ChemBase ID: 4254
• Molecular Formular: C11H19N3O6S
• Molecular Mass: 321.35006
• Monoisotopic Mass: 321.09945634
• SMILES: CSC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O
• Canonical SMILES: CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1
• InChIKey: QTQDDTSVRVWHMO-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-(methylsulfanyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: S-methyl-glutathione
• Synonyms: S-METHYL-GLUTATHIONE

Database IDs

• PubChem SID: 46507560; 160967686
• PubChem CID: 115260

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8152468
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.097622
• LogD (pH = 7.4): -7.665417
• Log P: -4.4827027
• Molar Refractivity: 73.7659 cm^3
• Polarizability: 29.28138 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.81
• LOG S: -2.09
• Solubility (Water): 2.61e+00 g/l

DETAILS

DrugBank - DB04701

Drug information: experimental