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

• ChemBase ID: 3526
• Molecular Formular: C17H23BrN4O8S
• Molecular Mass: 523.35552
• Monoisotopic Mass: 522.04199672
• SMILES: N[C@@H](CCC(=O)N[C@H](CS[C@H](O)N(O)c1ccc(Br)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)Br)O)O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H23BrN4O8S/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: OGZMPQOWGQBWAV-JKDFXYPNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46506985; 160966965
• PubChem CID: 46936821

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7704942
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.928857
• LogD (pH = 7.4): -5.269546
• Log P: -2.0204978
• Molar Refractivity: 122.9175 cm^3
• Polarizability: 44.264263 Å^3
• Polar Surface Area: 202.52 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.64
• LOG S: -3.02
• Solubility (Water): 4.97e-01 g/l

DETAILS

DrugBank - DB03889

Drug information: experimental