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

• ChemBase ID: 3753
• Molecular Formular: C16H29N3O6S
• Molecular Mass: 391.48296
• Monoisotopic Mass: 391.17770666
• SMILES: CCCCCCSC[C@@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O
• Canonical SMILES: CCCCCCSC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C16H29N3O6S/c1-2-3-4-5-8-26-10-12(15(23)18-9-14(21)22)19-13(20)7-6-11(17)16(24)25/h11-12H,2-10,17H2,1H3,(H,18,23)(H,19,20)(H,21,22)(H,24,25)/t11-,12+/m0/s1
• InChIKey: HXJDWCWJDCOHDG-NWDGAFQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-(hexylsulfanyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-(hexylsulfanyl)ethyl]carbamoyl}butanoic acid
• Synonyms: S-Hexylglutathione

Database IDs

• PubChem SID: 160967191; 46505872
• PubChem CID: 14389509; 46936899

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8122584
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.0296965
• LogD (pH = 7.4): -5.5754128
• Log P: -2.3790438
• Molar Refractivity: 96.8907 cm^3
• Polarizability: 38.378784 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.31
• LOG S: -4.33
• Solubility (Water): 2.00e-02 g/l

DETAILS

DrugBank - DB04132

Drug information: experimental