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

• ChemBase ID: 3258
• Molecular Formular: C17H22IN3O6S
• Molecular Mass: 523.34255
• Monoisotopic Mass: 523.02740444
• SMILES: N[C@@H](CCC(=O)N[C@H](CSCc1ccccc1I)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSCc1ccccc1I)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H22IN3O6S/c18-11-4-2-1-3-10(11)8-28-9-13(16(25)20-7-15(23)24)21-14(22)6-5-12(19)17(26)27/h1-4,12-13H,5-9,19H2,(H,20,25)(H,21,22)(H,23,24)(H,26,27)/t12-,13+/m0/s1
• InChIKey: QFYJAEOZTBVJQM-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(2-iodophenyl)methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-{[(2-iodophenyl)methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• Synonyms: Gamma-Glutamyl[S-(2-Iodobenzyl)Cysteinyl]Glycine

Database IDs

• PubChem SID: 160966700; 46508001
• PubChem CID: 46936725

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8064741
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.745707
• LogD (pH = 7.4): -5.198691
• Log P: -1.9650048
• Molar Refractivity: 111.7902 cm^3
• Polarizability: 44.02602 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.39
• LOG S: -4.24
• Solubility (Water): 3.01e-02 g/l

DETAILS

DrugBank - DB03597

Drug information: experimental