(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(3-iodophenyl)methyl]sulfanyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 3941
• Molecular Formular: C17H22IN3O6S
• Molecular Mass: 523.34255
• Monoisotopic Mass: 523.02740444
• SMILES: N[C@@H](CCC(=O)N[C@H](CSCc1cccc(I)c1)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSCc1cccc(c1)I)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H22IN3O6S/c18-11-3-1-2-10(6-11)8-28-9-13(16(25)20-7-15(23)24)21-14(22)5-4-12(19)17(26)27/h1-3,6,12-13H,4-5,7-9,19H2,(H,20,25)(H,21,22)(H,23,24)(H,26,27)/t12-,13+/m0/s1
• InChIKey: AHWSFXKKIDTZBI-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(3-iodophenyl)methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @S-(3-iodobenzyl)glutathione
• Synonyms: S-(3-Iodobenzyl)Glutathione

Database IDs

• PubChem SID: 160967376; 46508698
• PubChem CID: 46936951

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8071083
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.7088509
• LogD (pH = 7.4): -5.1849685
• Log P: -1.9579995
• Molar Refractivity: 111.7902 cm^3
• Polarizability: 44.02484 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.35
• LOG S: -4.24
• Solubility (Water): 3.00e-02 g/l

DETAILS

DrugBank - DB04341

Drug information: experimental