canertinib   

GtoPdb Ligand ID: 5675

Synonyms: CI 1033 | CI-1033 | PD 183805 dihydrochloride [6]
Compound class: Synthetic organic
Comment: Canertinib is an irreversible inhibitor which blocks signal transduction through all four members of the erbB family [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 88.61
Molecular weight 485.16
XLogP 3.08
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C=CC(=O)Nc1cc2c(ncnc2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F
Isomeric SMILES C=CC(=O)Nc1cc2c(ncnc2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F
InChI InChI=1S/C24H25ClFN5O3/c1-2-23(32)30-21-13-17-20(14-22(21)34-9-3-6-31-7-10-33-11-8-31)27-15-28-24(17)29-16-4-5-19(26)18(25)12-16/h2,4-5,12-15H,1,3,6-11H2,(H,30,32)(H,27,28,29)
InChI Key OMZCMEYTWSXEPZ-UHFFFAOYSA-N
Bioactivity Comments
Canertinib is effective against a variety of human tumours in vitro [4] and in mouse xenograft models [6] in preclinical studies.
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
epidermal growth factor receptor Hs Inhibitor Inhibition 9.7 pKd - 2
pKd 9.7 (Kd 1.9x10-10 M) [2]
epidermal growth factor receptor Hs Inhibitor Inhibition 8.8 pIC50 - 6
pIC50 8.8 (IC50 1.5x10-9 M) [6]
Description: Inhibition of kinase activity
erb-b2 receptor tyrosine kinase 2 Hs Inhibitor Inhibition 8.1 pIC50 - 6
pIC50 8.1 (IC50 9x10-9 M) [6]
Description: Inhibition of ErbB2 autophosphorylation