4-[1-(2H11)cyclohexyl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine

• ChemBase ID: 176419
• 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-(^2H₁₁)cyclohexyl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine
• IUPAC Traditional name: 4-[3-(^2H₁₁)cyclohexyl-5-(4-fluorophenyl)imidazol-4-yl]pyrimidin-2-amine
• Synonyms: 4-[1-(Cyclohexyl-d11)-4-(4-fluorophenyl)-1H-imidazol-5-yl]-2-pyrimidinamine Dihydrochloride; PF 670462-d11

Database IDs

• PubChem SID: 164232329
• PubChem CID: 71751552

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: 38.374027 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P293962

Labelled analogue of PF 670462, 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-stimul

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):