(2S)-2-amino-4-{[(1S)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

• ChemBase ID: 3087
• Molecular Formular: C8H14N2O5S
• Molecular Mass: 250.27216
• Monoisotopic Mass: 250.06234256
• SMILES: N[C@@H](CCC(=O)N[C@H](CS)C(=O)O)C(=O)O
• Canonical SMILES: SC[C@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5+/m0/s1
• InChIKey: RITKHVBHSGLULN-CRCLSJGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @gamma-glutamylcysteine
• Synonyms: Gamma-Glutamylcysteine

Database IDs

• CAS Number: 686-58-8
• PubChem SID: 46506032; 160966531
• PubChem CID: 13922647

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9098868
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.405266
• LogD (pH = 7.4): -6.9601502
• Log P: -3.772327
• Molar Refractivity: 56.3114 cm^3
• Polarizability: 22.505947 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.53
• LOG S: -1.98
• Solubility (Water): 2.62e+00 g/l

DETAILS

DrugBank - DB03408

Drug information: experimental