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Compound Detail

CHEMBL545315

CANERTINIB DIHYDROCHLORIDE
🧪 Phase III
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🧪 Phase III
C=CC(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1OCCCN1CCOCC1.Cl.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL545315
Name CANERTINIB DIHYDROCHLORIDE
Phase Phase III
Structure Type MOL
InChI Key JZZFDCXSFTVOJY-UHFFFAOYSA-N
Parent Compound CHEMBL31965
Active Moiety CHEMBL31965

Known Names

Canertinib dihydrochloride Canertinib hydrochloride CI-1033 PD-0183805 PD-0183805-002B PD-183805 SN-26606
8
Targets
32
Activities
2
Assay Types
5
PK Parameters
20
Publications
7
Known Names
3
Indications
3
Mechanisms

Molecular Properties

485.9
MW (Da)
4.39
ALogP
7
HBA
2
HBD
88.6
PSA (Ų)
0.34
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -tinib
USAN Year 2002

Extended Properties

Molecular Formula C24H27Cl3FN5O3
MW 558.87
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.82

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Epidermal growth factor receptor erbB1 inhibitor INHIBITOR Epidermal growth factor receptor ✓ ✓
Receptor protein-tyrosine kinase erbB-2 inhibitor INHIBITOR Receptor tyrosine-protein kinase erbB-2 ✓ ✓
Receptor protein-tyrosine kinase erbB-4 inhibitor INHIBITOR Receptor tyrosine-protein kinase erbB-4 ✓ ✓

Indications

Breast Neoplasms Lung Neoplasms Carcinoma, Non-Small-Cell Lung

Activity Summary

IC50 30 meas. best 9.1
Kd 2 meas. best 5.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 9.1 8.5392 0.8 12
Epidermal growth factor receptor
CHEMBL3608
 IC50 8.8 8.8 1.6 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 8.3 7.9356 5.0 9
Receptor tyrosine-protein kinase erbB-4
CHEMBL3009
 IC50 8.15 7.76 7.0 5
Receptor tyrosine-protein kinase erbB-3
CHEMBL5838
 IC50 7.85 7.85 14.0 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL2311234
 IC50 7.8 7.8 16.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 5.7 5.7 2000.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
 Kd 5.41 5.26 3900.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.6667 hr Rattus norvegicus
T1/2 0.6667 hr Homo sapiens
T1/2 0.47 hr Rattus norvegicus
T1/2 2.65 hr Homo sapiens
T1/2 4.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 0.8 nM 9.1 Inhibition of purified ErbB1 (unknown origin) 14613028
Epidermal growth factor receptor IC50 = 1.5 nM 8.82 Inhibition of phosphorylation of a polyglutamic acid/tyrosine random copolymer b... 11462982
Epidermal growth factor receptor IC50 = 1.6 nM 8.8 Inhibition of EGFR expressed in mouse NIH3T3 cells 18089823
Epidermal growth factor receptor IC50 = 1.7 nM 8.77 Inhibition of EGF stimulated human erbB1 autophosphorylation in NIH3T3 cells 16480284
Epidermal growth factor receptor IC50 = 1.7 nM 8.77 Inhibition of EGFR (unknown origin) 11706399
Epidermal growth factor receptor IC50 = 1.8 nM 8.74 Inhibition of GST- tagged EGFR (unknown origin) expressed in baculovirus infecte... 18089823
Epidermal growth factor receptor IC50 = 2.0 nM 8.7 Irreversible inhibition of GST-tagged ERBB1 (unknown origin) (Met-668 to Ala-121... 27491023
Epidermal growth factor receptor IC50 = 2.0 nM 8.7 Irreversible inhibition of full length human ERBB1 autophosphorylation transfect... 27491023
Epidermal growth factor receptor IC50 = 3.0 nM 8.52 Inhibition of erbB1 fusion protein expressed in baculovirus by ELISA 16480284
Receptor tyrosine-protein kinase erbB-2 IC50 = 5.0 nM 8.3 Inhibition of erbB2 in human MDA-MB-453 cells assessed as reduction in heregulin... 11706399
Receptor tyrosine-protein kinase erbB-4 IC50 = 7.0 nM 8.15 Inhibition of purified ErbB4 (unknown origin) 14613028
Epidermal growth factor receptor IC50 = 7.4 nM 8.13 Inhibition of autophosphorylation of EGFR in A431 cells 11462982
Epidermal growth factor receptor IC50 = 7.4 nM 8.13 Inhibition of EGF-stimulated autophosphorylation of EGFR in A431 cells 11462982
Receptor tyrosine-protein kinase erbB-2 IC50 = 7.4 nM 8.13 Inhibition of HER stimulated human erbB autophosphorylation in MDA-MB-453 cells 16480284
Epidermal growth factor receptor IC50 = 7.4 nM 8.13 Inhibition of EGFR in human A-431 cells assessed as reduction in EGFR at tyrosin... 11706399
Receptor tyrosine-protein kinase erbB-2 IC50 = 9.0 nM 8.05 Inhibition of heregulin-stimulated autophosphorylation of erbB2 in MDA-MB 453 ce... 11462982
Receptor tyrosine-protein kinase erbB-4 IC50 = 10.0 nM 8.0 Inhibition of erbB4 in human MDA-MB-453 cells assessed as reduction in heregulin... 11706399
Receptor tyrosine-protein kinase erbB-2 IC50 = 11.0 nM 7.96 Irreversible inhibition of GST-tagged ERBB2 (unknown origin) (Ile-675 to Val-125... 27491023
Epidermal growth factor receptor IC50 = 11.0 nM 7.96 Inhibition of erbB in human MDA-MB-453 cells assessed as reduction in heregulin-... 11706399
Receptor tyrosine-protein kinase erbB-2 IC50 = 11.0 nM 7.96 Inhibition of GST- tagged ERBB2 (unknown origin) expressed in baculovirus infect... 18089823

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 262
- 10.6019/CHEMBL4689842 U2OS 260
- 10.6019/CHEMBL4689842 HEK-293T 260
27491023 10.1021/acs.jmedchem.6b00883 ADMET 5
11462982 10.1021/jm000372i Epidermal growth factor receptor 4
14613028 10.1053/j.seminoncol.2003.08.009 Unchecked 3
11462982 10.1021/jm000372i A-431 3
16480284 10.1021/jm050936o Receptor tyrosine-protein kinase erbB-2 3
11706399 10.1016/s0093-7754(01)90285-4 A-431 3
27491023 10.1021/acs.jmedchem.6b00883 Epidermal growth factor receptor 3
11706399 10.1016/s0093-7754(01)90285-4 Epidermal growth factor receptor 3
21429632 10.1016/j.ejmech.2011.02.057 Mast/stem cell growth factor receptor Kit 2
27491023 10.1021/acs.jmedchem.6b00883 NON-PROTEIN TARGET 2
27491023 10.1021/acs.jmedchem.6b00883 Mus musculus 2
27491023 10.1021/acs.jmedchem.6b00883 Receptor tyrosine-protein kinase erbB-2 2
18089823 10.1158/0008-5472.can-07-1885 Epidermal growth factor receptor 2
18089823 10.1158/0008-5472.can-07-1885 Receptor tyrosine-protein kinase erbB-2 2
16480284 10.1021/jm050936o Epidermal growth factor receptor 2
18089823 10.1158/0008-5472.can-07-1885 Receptor tyrosine-protein kinase erbB-4 1
11462982 10.1021/jm000372i Homo sapiens 1

Data from ChEMBL 36 via Core Engine