(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(R)-hydroxy[(4-nitrophenyl)methoxy]methyl]sulfanyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 2831
• Molecular Formular: C18H24N4O10S
• Molecular Mass: 488.46896
• Monoisotopic Mass: 488.12131399
• SMILES: N[C@@H](CCC(=O)N[C@H](CS[C@H](O)OCc1ccc(cc1)[N+](=O)[O-])C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CS[C@@H](OCc1ccc(cc1)[N+](=O)[O-])O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C18H24N4O10S/c19-12(17(27)28)5-6-14(23)21-13(16(26)20-7-15(24)25)9-33-18(29)32-8-10-1-3-11(4-2-10)22(30)31/h1-4,12-13,18,29H,5-9,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/t12-,13+,18+/m0/s1
• InChIKey: QYFGPQQSJQOGEO-VEVIJQCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(R)-hydroxy[(4-nitrophenyl)methoxy]methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-{[(R)-hydroxy[(4-nitrophenyl)methoxy]methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• Synonyms: S-P-Nitrobenzyloxycarbonylglutathione

Database IDs

• PubChem SID: 46508387; 160966279
• PubChem CID: 46936582

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7634854
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -4.5869255
• LogD (pH = 7.4): -5.94677
• Log P: -2.698032
• Molar Refractivity: 113.394 cm^3
• Polarizability: 44.04053 Å^3
• Polar Surface Area: 234.1 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.96
• LOG S: -3.23
• Solubility (Water): 2.86e-01 g/l

DETAILS

DrugBank - DB03130

Drug information: experimental