(2E)-4-[bis(2H3)methylamino]-N-{4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl}but-2-enamide

• ChemBase ID: 176253
• Molecular Formular: C24H23ClFN5O2
• Molecular Mass: 467.9231232
• Monoisotopic Mass: 467.1524309
• SMILES: c1(c(cc2c(c1)ncc(c2Nc1cc(c(cc1)F)Cl)C#N)NC(=O)/C=C/CN(C)C)OCC
• Canonical SMILES: CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/CN(C)C)Nc1ccc(c(c1)Cl)F)C#N
• InChI: InChI=1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+
• InChIKey: WVUNYSQLFKLYNI-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-[bis(^2H₃)methylamino]-N-{4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl}but-2-enamide
• IUPAC Traditional name: (2E)-4-[bis(^2H₃)methylamino]-N-{4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl}but-2-enamide
• Synonyms: (2E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino-d6)-2-butenamide; EKB 569-d6; WAY-EKB 569-d6; Pelitinib-d6

Database IDs

• PubChem SID: 164232163
• PubChem CID: 71751477

CALCULATED PROPERTIES

• Acid pKa: 12.553528
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.072298
• LogD (pH = 7.4): 2.76179
• Log P: 4.1814194
• Molar Refractivity: 129.1058 cm^3
• Polarizability: 48.940933 Å^3
• Polar Surface Area: 90.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 173-178°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P218702

Labelled Pelitinib (P218702). A tyrosine kinase inhibitor; it is used to prepare formulation for treating primary or secondary cancer.

REFERENCES

• Veronese, M., et al.: Br. J. Cancer, 92, 1846 (2005)
• Hofheinz, R., et al.: Onkologie, 29, 563 (2005)
• Meyerhardt, J., et al.: J. Clin. Oncol., 24, 1892 (2005)
• Hanauske, A., et al.: Clin. Cancer Res., 13, 523 (2005)