2-amino-3-methyl-3H-imidazo[4,5-f]quinolin-5-ol

• ChemBase ID: 170100
• Molecular Formular: C11H10N4O
• Molecular Mass: 214.2233
• Monoisotopic Mass: 214.08546096
• SMILES: c1cnc2c(c1)c1c(cc2O)n(c(n1)N)C
• Canonical SMILES: Oc1cc2c(c3c1nccc3)nc(n2C)N
• InChI: InChI=1S/C11H10N4O/c1-15-7-5-8(16)10-6(3-2-4-13-10)9(7)14-11(15)12/h2-5,16H,1H3,(H2,12,14)
• InChIKey: PVKASQOGWHOHIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-methyl-3H-imidazo[4,5-f]quinolin-5-ol
• IUPAC Traditional name: 2-amino-3-methylimidazo[4,5-f]quinolin-5-ol
• Synonyms: 2-Amino-3-methyl-3H-imidazo[4,5-f]quinolin-5-ol; 5-Hydroxy-2-amino-3-methylimidazo[4,5-f]quinoline

Database IDs

• CAS Number: 122719-38-4
• PubChem SID: 164226010
• PubChem CID: 129767

CALCULATED PROPERTIES

• Acid pKa: 8.594103
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.18087341
• LogD (pH = 7.4): 0.6598119
• Log P: 0.8500062
• Molar Refractivity: 59.9411 cm^3
• Polarizability: 24.790005 Å^3
• Polar Surface Area: 76.96 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H785015

A major metabolite of the carcinogen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), (A616500).

REFERENCES

• Luks, H.J.; Cancer Res., 49, 4407 (1989)
• Edenharder R., et al.: Mutation Res., 379, 21 (1989)