4-methyl-N-{3-[4-(2H3)methyl-1H-imidazol-1-yl]-5-(trifluoromethyl)phenyl}-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzamide

• ChemBase ID: 175011
• Molecular Formular: C28H22F3N7O
• Molecular Mass: 529.5157896
• Monoisotopic Mass: 529.18379302
• SMILES: c1c(cc(c(c1)C)Nc1nccc(n1)c1cnccc1)C(=O)Nc1cc(cc(c1)n1cc(nc1)C)C(F)(F)F
• Canonical SMILES: Cc1ncn(c1)c1cc(NC(=O)c2ccc(c(c2)Nc2nccc(n2)c2cccnc2)C)cc(c1)C(F)(F)F
• InChI: InChI=1S/C28H22F3N7O/c1-17-5-6-19(10-25(17)37-27-33-9-7-24(36-27)20-4-3-8-32-14-20)26(39)35-22-11-21(28(29,30)31)12-23(13-22)38-15-18(2)34-16-38/h3-16H,1-2H3,(H,35,39)(H,33,36,37)
• InChIKey: HHZIURLSWUIHRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-N-{3-[4-(^2H₃)methyl-1H-imidazol-1-yl]-5-(trifluoromethyl)phenyl}-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzamide
• IUPAC Traditional name: 4-methyl-N-{3-[4-(^2H₃)methylimidazol-1-yl]-5-(trifluoromethyl)phenyl}-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzamide
• Synonyms: 4-Methyl-N-[3-(4-(methyl-d3)-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzamide; AMN 107-d3; Tasigna-d3; Nilotinib-d3

Database IDs

• PubChem SID: 164230921
• PubChem CID: 49849405

CALCULATED PROPERTIES

• Acid pKa: 11.863355
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.6055079
• LogD (pH = 7.4): 4.375732
• Log P: 4.4077
• Molar Refractivity: 152.8501 cm^3
• Polarizability: 53.547276 Å^3
• Polar Surface Area: 97.62 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 227-230°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N465302

Labelled analog of Nilotinib (AMN1O7), which might be useful in treatment of chronic myelogenous leukemia.

REFERENCES

• Corbin, A., et al.: J. Biol. Chem., 277, 32214(2002)
• Golemovic, M., et al.: Clin. Cancer Res., 11, 4941 (2002)
• Gleixner, K., et al.: Blood, 107, 752 (2002)
• Nicolini, F., et al.: Leukemia, 20, 1061 (2002)