CHEBI:132986 - sapitinib

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ChEBI Name sapitinib
ChEBI ID CHEBI:132986
Definition A member of the class of quinazolines that is 4-amino-7-methoxyquinazoline in which the amino group has been substituted by a 3-chloro-2-fluorophenyl group and in which position 6 of the quinoline ring has been substituted by a {1-[2-(methylamino)-2-oxoethyl]piperidin-4-yl}oxy group. Sapitinib is a dual tyrosine kinase inhibitor (TKI) of epithelial growth factor receptors (EGFR) HER2 and HER3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H25ClFN5O3
Net Charge 0
Average Mass 473.929
Monoisotopic Mass 473.163
InChI InChI=1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)
InChIKey DFJSJLGUIXFDJP-UHFFFAOYSA-N
SMILES O(C1=CC=2C(=NC=NC2NC3=C(C(=CC=C3)Cl)F)C=C1OC)C4CCN(CC(=O)NC)CC4
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): epidermal growth factor receptor antagonist
An antagonist at the epidermal growth factor receptor.
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sapitinib (CHEBI:132986) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
sapitinib (CHEBI:132986) has role epidermal growth factor receptor antagonist (CHEBI:74440)
sapitinib (CHEBI:132986) is a aromatic ether (CHEBI:35618)
sapitinib (CHEBI:132986) is a monochlorobenzenes (CHEBI:83403)
sapitinib (CHEBI:132986) is a monofluorobenzenes (CHEBI:83575)
sapitinib (CHEBI:132986) is a piperidines (CHEBI:26151)
sapitinib (CHEBI:132986) is a quinazolines (CHEBI:38530)
sapitinib (CHEBI:132986) is a secondary amino compound (CHEBI:50995)
sapitinib (CHEBI:132986) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
2-(4-{[4-(3-chloro-2-fluoroanilino)-7-methoxyquinazolin-6-yl]oxy}piperidin-1-yl)-N-methylacetamide
INNs Sources
sapitinib WHO MedNet
sapitinib ChemIDplus
sapitinib WHO MedNet
sapitinibum WHO MedNet
Synonyms Sources
2-[4-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}oxy)piperidin-1-yl]-N-methylacetamide ChemIDplus
AZD-8931 ChemIDplus
AZD8931 ChemIDplus
Registry Numbers Types Sources
12223131 Reaxys Registry Number Reaxys
848942-61-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20145185 PubMed citation Europe PMC
24554387 PubMed citation Europe PMC
24875132 PubMed citation Europe PMC
24886365 PubMed citation Europe PMC
24900741 PubMed citation Europe PMC
25007130 PubMed citation Europe PMC
25149507 PubMed citation Europe PMC
26095475 PubMed citation Europe PMC
Last Modified
11 August 2016