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

• ChemBase ID: 2194
• Molecular Formular: C16H19N5O10S
• Molecular Mass: 473.41456
• Monoisotopic Mass: 473.08526283
• SMILES: N[C@@H](CCC(=O)N[C@H](CSc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/t9-,10+/m0/s1
• InChIKey: FXEUKVKGTKDDIQ-VHSXEESVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-[(2,4-dinitrophenyl)sulfanyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-[(2,4-dinitrophenyl)sulfanyl]ethyl]carbamoyl}butanoic acid
• Synonyms: Glutathione S-(2,4 Dinitrobenzene); 1-(S-Glutathionyl)-2,4-Dinitrobenzene

Database IDs

• CAS Number: 26289-39-4
• PubChem SID: 46504887; 160965647
• PubChem CID: 25322935

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5951588
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -5.712277
• LogD (pH = 7.4): -6.634855
• Log P: -3.2980611
• Molar Refractivity: 108.3405 cm^3
• Polarizability: 41.003197 Å^3
• Polar Surface Area: 250.46 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.33
• LOG S: -4.17
• Solubility (Water): 3.19e-02 g/l

DETAILS

DrugBank - DB02458

Drug information: experimental

DrugBank - DB04412

Drug information: experimental