4-[({1-[(4-chlorophenyl)amino]-5H-cyclopenta[d]pyridazin-4-yl}oxy)methyl]-N-methylpyridine-2-carboxamide

• ChemBase ID: 178054
• Molecular Formular: C21H18ClN5O2
• Molecular Mass: 407.85292
• Monoisotopic Mass: 407.11490252
• SMILES: c1cc(cc(n1)C(=O)NC)COc1c2c(c(nn1)Nc1ccc(cc1)Cl)C=CC2
• Canonical SMILES: CNC(=O)c1nccc(c1)COc1nnc(c2c1CC=C2)Nc1ccc(cc1)Cl
• InChI: InChI=1S/C21H18ClN5O2/c1-23-20(28)18-11-13(9-10-24-18)12-29-21-17-4-2-3-16(17)19(26-27-21)25-15-7-5-14(22)6-8-15/h2-3,5-11H,4,12H2,1H3,(H,23,28)(H,25,26)
• InChIKey: GGYMVYJGAZCTKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[({1-[(4-chlorophenyl)amino]-5H-cyclopenta[d]pyridazin-4-yl}oxy)methyl]-N-methylpyridine-2-carboxamide
• IUPAC Traditional name: 4-[({4-[(4-chlorophenyl)amino]-7H-cyclopenta[d]pyridazin-1-yl}oxy)methyl]-N-methylpyridine-2-carboxamide
• Synonyms: 4-[[[4-[(4-Chlorophenyl)amino]furo[2,3-d]pyridazin-7-yl]oxy]methyl]-N-methyl-2-pyridinecarboxamide; Bay 57-9352; Telatinib

Database IDs

• CAS Number: 332012-40-5
• PubChem SID: 164233964
• PubChem CID: 71752311

CALCULATED PROPERTIES

• Acid pKa: 12.604184
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.5463762
• LogD (pH = 7.4): 3.5464454
• Log P: 3.546449
• Molar Refractivity: 114.2022 cm^3
• Polarizability: 41.670288 Å^3
• Polar Surface Area: 89.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T015700

Telatinib small-molecule inhibitor of vascular endothelial growth factor receptors 2 and 3 (VEGFR-2/-3) and platelet-derived growth factor receptor β tyrosine kinases. Telatinib is used therapeutically in patients with advanced solid tumors.

REFERENCES

• Strumberg, D. et al.: Br. J. Cancer, 99, 1579 (2008)
• Steeghs, N. et al.: Invest. New Drugs, 29, 137 (2008)
• Mross, K. et al.: Vasc. Cell, 3, 16 (2008)