3-(2,2-dimethylpropyl)-5-[4-(4-fluorophenyl)-2-[2-(2H3)methyl(2H6)propan-2-yl]-1H-imidazol-5-yl]-3H-imidazo[4,5-b]pyridin-2-amine; methane

• ChemBase ID: 172439
• Molecular Formular: C25H33FN6
• Molecular Mass: 436.5681232
• Monoisotopic Mass: 436.27507331
• SMILES: c1c(nc2c(c1)nc(n2CC(C)(C)C)N)c1c(c2ccc(cc2)F)nc([nH]1)C(C)(C)C.C
• Canonical SMILES: Fc1ccc(cc1)c1nc([nH]c1c1ccc2c(n1)n(CC(C)(C)C)c(n2)N)C(C)(C)C.C
• InChI: InChI=1S/C24H29FN6.CH4/c1-23(2,3)13-31-20-17(28-22(31)26)12-11-16(27-20)19-18(14-7-9-15(25)10-8-14)29-21(30-19)24(4,5)6;/h7-12H,13H2,1-6H3,(H2,26,28)(H,29,30);1H4
• InChIKey: SOJFSSBXXVSPAZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,2-dimethylpropyl)-5-[4-(4-fluorophenyl)-2-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-1H-imidazol-5-yl]-3H-imidazo[4,5-b]pyridin-2-amine; methane
• IUPAC Traditional name: 3-(2,2-dimethylpropyl)-5-[5-(4-fluorophenyl)-2-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-3H-imidazol-4-yl]imidazo[4,5-b]pyridin-2-amine; methane
• Synonyms: 5-[2-(1,1-Dimethylethyl-d9)-5-(4-fluorophenyl)-1H-imidazol-4-yl]-3-(2,2-dimethylpropyl)-3H-imidazo[4,5-b]pyridin-2-amine Dimethanesulfonate; LY 2228820-d9

Database IDs

• PubChem SID: 164228349
• PubChem CID: 71749860

CALCULATED PROPERTIES

• Acid pKa: 11.914022
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.849527
• LogD (pH = 7.4): 6.040672
• Log P: 6.0435834
• Molar Refractivity: 120.6971 cm^3
• Polarizability: 49.03151 Å^3
• Polar Surface Area: 85.41 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L486502

Laballed LY2228820, a novel and potent p38MAPK inhibitor with potent antiinflammatory activity. LY2228820 significantly inhibited phosphorylation of MAPKAPK2 and/or HSP27, down stream targets of p38MAPK, in both multiple myeloma (MM) cell lines and LT-BMS

REFERENCES

• Zhao, R. et al.: Drug Metab. Disp., 37, 1251 (2009)
• Ishitsuka, K. et al.: Br. J. Haematol., 141, 598 (2009)
• Mader, M. et al.: Bioorg. Med. Chem. Lett., 18, 179 (2009)