4-[1-cyclohexyl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine

• ChemBase ID: 176418
• Molecular Formular: C19H20FN5
• Molecular Mass: 337.3940032
• Monoisotopic Mass: 337.17027389
• SMILES: c1nc(c(n1C1CCCCC1)c1nc(ncc1)N)c1ccc(cc1)F
• Canonical SMILES: Nc1nccc(n1)c1n(cnc1c1ccc(cc1)F)C1CCCCC1
• InChI: InChI=1S/C19H20FN5/c20-14-8-6-13(7-9-14)17-18(16-10-11-22-19(21)24-16)25(12-23-17)15-4-2-1-3-5-15/h6-12,15H,1-5H2,(H2,21,22,24)
• InChIKey: WUDBUIUHVNECTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-cyclohexyl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine
• IUPAC Traditional name: 4-[3-cyclohexyl-5-(4-fluorophenyl)imidazol-4-yl]pyrimidin-2-amine
• Synonyms: 4-[1-Cyclohexyl-4-(4-fluorophenyl)-1H-imidazol-5-yl]-2-pyrimidinamine Dihydrochloride; PF 670462

Database IDs

• CAS Number: 950912-80-8
• PubChem SID: 164232328
• PubChem CID: 11681588

CALCULATED PROPERTIES

• Acid pKa: 16.37876
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.8627636
• LogD (pH = 7.4): 3.9319685
• Log P: 3.9329264
• Molar Refractivity: 95.8567 cm^3
• Polarizability: 38.29203 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P293960

PF 670462 is a potent and selective casein kinase 1ε (CK1ε) and CK1δ inhibitor. PF 670462 has been shown to inhibit PER protein nuclear translocation causing phase shifts in circadian rhythms. PF 670462 attenuates methamphetamine-stimulated locomotion in

REFERENCES

• Bryant, D.D. et al.: Psychopharmacology, 203, 703 (2009)
• Badura, L. et al.: J. Pharmacol. Exp. Therap., 322, 730 (2009)
• Sprouse, J. et al.: Psychopharmacology, 210, 569 (2010):