(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[4-(ethylamino)-6-[(propan-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 160890
• Molecular Formular: C18H30N8O6S
• Molecular Mass: 486.5458
• Monoisotopic Mass: 486.20090172
• SMILES: n1c(nc(nc1NC(C)C)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](N)C(=O)O)NCC
• Canonical SMILES: CCNc1nc(SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)nc(n1)NC(C)C
• InChI: InChI=1S/C18H30N8O6S/c1-4-20-16-24-17(22-9(2)3)26-18(25-16)33-8-11(14(30)21-7-13(28)29)23-12(27)6-5-10(19)15(31)32/h9-11H,4-8,19H2,1-3H3,(H,21,30)(H,23,27)(H,28,29)(H,31,32)(H2,20,22,24,25,26)/t10-,11-/m0/s1
• InChIKey: WDLCRTLULMGVMR-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[4-(ethylamino)-6-[(propan-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1R)-1-(carboxymethylcarbamoyl)-2-{[4-(ethylamino)-6-(isopropylamino)-1,3,5-triazin-2-yl]sulfanyl}ethyl]carbamoyl}butanoic acid
• Synonyms: L-γ-Glutamyl-S-[4-(ethylamino)-6-[(1-methylethyl)amino]-1,3,5-triazin-2-yl]-L-cysteinylglycine; S-(4-Ethylamino-6-isopropylamino-2-s-triazino)glutathione; Glutathione S-Atrazine; ATR-SG; Atrazine Glutathione Adduct

Database IDs

• CAS Number: 24429-05-8
• PubChem SID: 162255025
• PubChem CID: 5287712

CALCULATED PROPERTIES

• Acid pKa: -7.9071245
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -6.2908707
• LogD (pH = 7.4): -6.539266
• Log P: -6.0180464
• Molar Refractivity: 124.2963 cm^3
• Polarizability: 45.87202 Å^3
• Polar Surface Area: 221.55 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A794610

A metabolite of Atrazine (A794600) (ATR).

REFERENCES

• Compton, D., et al.: Eur. J. Pharmacol., 110, 157 (1985)
• Das, P., et al.: Toxicol. Sci., 59, 127 (1985)
• Das, P., et al.: Life Sci., 73, 3123 (1985)
• Coban, A., et al.: J. Neurochem., 100, 1177 (1985)