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

• ChemBase ID: 2737
• Molecular Formular: C18H33N3O6S
• Molecular Mass: 419.53612
• Monoisotopic Mass: 419.20900679
• SMILES: CCCCCCCCSC[C@@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O
• Canonical SMILES: CCCCCCCCSC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C18H33N3O6S/c1-2-3-4-5-6-7-10-28-12-14(17(25)20-11-16(23)24)21-15(22)9-8-13(19)18(26)27/h13-14H,2-12,19H2,1H3,(H,20,25)(H,21,22)(H,23,24)(H,26,27)/t13-,14+/m0/s1
• InChIKey: MJWCZWAVSJZQNL-UONOGXRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-(octylsulfanyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @S-octylglutathione
• Synonyms: S-Octylglutathione

Database IDs

• PubChem SID: 46508495; 160966186
• PubChem CID: 9888340

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8122584
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.140559
• LogD (pH = 7.4): -4.6862764
• Log P: -1.4899064
• Molar Refractivity: 106.0927 cm^3
• Polarizability: 42.031105 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.83
• LOG S: -4.09
• Solubility (Water): 3.41e-02 g/l

DETAILS

DrugBank - DB03032

Drug information: experimental