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

• ChemBase ID: 3262
• Molecular Formular: C17H23N3O6S
• Molecular Mass: 397.44602
• Monoisotopic Mass: 397.13075647
• SMILES: N[C@@H](CCC(=O)N[C@H](CSCc1ccccc1)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSCc1ccccc1)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/t12-,13+/m0/s1
• InChIKey: XYJWEQWNNKNSFU-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-2-(benzylsulfanyl)-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @S-benzyl-glutathione
• Synonyms: S-Benzyl-Glutathione

Database IDs

• PubChem SID: 46507389; 160966704
• PubChem CID: 46936726

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8076932
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.5988073
• LogD (pH = 7.4): -6.098536
• Log P: -2.8800688
• Molar Refractivity: 98.4277 cm^3
• Polarizability: 38.743004 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.88
• LOG S: -3.53
• Solubility (Water): 1.16e-01 g/l

DETAILS

DrugBank - DB03602

Drug information: experimental