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

• ChemBase ID: 3019
• Molecular Formular: C17H23IN4O8S
• Molecular Mass: 570.35599
• Monoisotopic Mass: 570.02813272
• SMILES: N[C@@H](CCC(=O)N[C@H](CS[C@H](O)N(O)c1ccc(I)cc1)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CS[C@@H](N(c1ccc(cc1)I)O)O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H23IN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,17,29-30H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/t11-,12+,17-/m0/s1
• InChIKey: SCHAHXXLASZJCD-JKDFXYPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(S)-hydroxy[hydroxy(4-iodophenyl)amino]methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-{[(S)-hydroxy[hydroxy(4-iodophenyl)amino]methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
• Synonyms: S-(N-Hydroxy-N-Iodophenylcarbamoyl)Glutathione

Database IDs

• PubChem SID: 160966466; 46505523
• PubChem CID: 46936644

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7704986
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.7684817
• LogD (pH = 7.4): -5.109304
• Log P: -1.8602562
• Molar Refractivity: 128.6572 cm^3
• Polarizability: 46.626457 Å^3
• Polar Surface Area: 202.52 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.0
• LOG S: -3.54
• Solubility (Water): 1.63e-01 g/l

DETAILS

DrugBank - DB03330

Drug information: experimental