(2S)-2-acetamido-3-{[4-(ethylamino)-6-[(propan-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl}propanoic acid hydrochloride

• ChemBase ID: 160891
• Molecular Formular: C13H23ClN6O3S
• Molecular Mass: 378.87812
• Monoisotopic Mass: 378.12408731
• SMILES: n1c(nc(nc1NC(C)C)SC[C@H](C(=O)O)NC(=O)C)NCC.Cl
• Canonical SMILES: CCNc1nc(SC[C@H](C(=O)O)NC(=O)C)nc(n1)NC(C)C.Cl
• InChI: InChI=1S/C13H22N6O3S.ClH/c1-5-14-11-17-12(15-7(2)3)19-13(18-11)23-6-9(10(21)22)16-8(4)20;/h7,9H,5-6H2,1-4H3,(H,16,20)(H,21,22)(H2,14,15,17,18,19);1H/t9-;/m1./s1
• InChIKey: KQHUUCWSYMLDOE-SBSPUUFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-{[4-(ethylamino)-6-[(propan-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl}propanoic acid hydrochloride
• IUPAC Traditional name: (2S)-2-acetamido-3-{[4-(ethylamino)-6-(isopropylamino)-1,3,5-triazin-2-yl]sulfanyl}propanoic acid hydrochloride
• Synonyms: N-Acetyl-S-[4-(ethylamino)-6-[(1-methylethyl)amino]-1,3,5-triazin-2-yl]-L-cysteine Hydrochloride; ATR-Mercap Hydrochloride; Atrazine Mercapturate Hydrochloride

Database IDs

• PubChem SID: 162255026
• PubChem CID: 71313527

CALCULATED PROPERTIES

• Acid pKa: 2.6389542
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.2112582
• LogD (pH = 7.4): -2.2254057
• Log P: -1.079017
• Molar Refractivity: 92.8488 cm^3
• Polarizability: 33.26994 Å^3
• Polar Surface Area: 129.13 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 247-249°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A794615

The major metabolite of Atrazine (A794600) (ATR) in human urine.

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)