4-{2-amino-1-methyl-1H-imidazo[4,5-b]pyridin-6-yl}phenol

• ChemBase ID: 4552
• Molecular Formular: C13H12N4O
• Molecular Mass: 240.26058
• Monoisotopic Mass: 240.10111102
• SMILES: c1c2n(C)c(N)nc2ncc1c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)c1cnc2c(c1)n(C)c(n2)N
• InChI: InChI=1S/C13H12N4O/c1-17-11-6-9(7-15-12(11)16-13(17)14)8-2-4-10(18)5-3-8/h2-7,18H,1H3,(H2,14,15,16)
• InChIKey: UGJXOCBVCWTJFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-amino-1-methyl-1H-imidazo[4,5-b]pyridin-6-yl}phenol
• IUPAC Traditional name: 4-{2-amino-1-methylimidazo[4,5-b]pyridin-6-yl}phenol
• Synonyms: 4-(2-amino-1-methyl-1H-imidazo[4,5-b]pyridin-6-yl)phenol; 4-(2-Amino-1-methyl-1H-imidazo[4,5-b]pyridin-6-yl)phenol; 2-Amino-4'-hydroxy-1-methyl-6-phenylimidazo[4,5-b]pyridine; 4'-Hydroxy-PhIP

Database IDs

• CAS Number: 126861-72-1
• PubChem SID: 160967984; 99443369
• PubChem CID: 15897928

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.761768
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5241644
• LogD (pH = 7.4): 1.7828662
• Log P: 1.7894963
• Molar Refractivity: 70.5719 cm^3
• Polarizability: 27.55262 Å^3
• Polar Surface Area: 76.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.15
• LOG S: -2.52
• Solubility (Water): 7.26e-01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB06898

Drug information: experimental

Toronto Research Chemicals - H950760

A carcinogenic metabolite of PhIP (A617000).

REFERENCES

• Frandsen, H., et al.: Mutagenesis, 6, 93 (1991)
• Frandsen, H., et al.: Carcinogenesis, 13, 629 (1991)
• Alexander, J., et al.: Mutation Res., 376, 7 (1991)
• Malfatti, M., et al.: Cancer Res., et al.: 66, 10541 (1991)