CHEBI:132268 - dacomitinib

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ChEBI Name dacomitinib
ChEBI ID CHEBI:132268
Definition A member of the class of quinazolines that is 7-methoxyquinazoline-4,6-diamine in which the amino group at position 4 is substituted by a 3-chloro-4-fluorophenyl group and the amino group at position 6 is substituted by an (E)-4-(piperidin-1-yl)but-2-enoyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H25ClFN5O2
Net Charge 0
Average Mass 469.940
Monoisotopic Mass 469.168
InChI InChI=1S/C24H25ClFN5O2/c1-33-22-14-20-17(24(28-15-27-20)29-16-7-8-19(26)18(25)12-16)13-21(22)30-23(32)6-5-11-31-9-3-2-4-10-31/h5-8,12-15H,2-4,9-11H2,1H3,(H,30,32)(H,27,28,29)/b6-5+
InChIKey LVXJQMNHJWSHET-AATRIKPKSA-N
SMILES ClC=1C=C(NC2=NC=NC=3C2=CC(NC(=O)\C=C\CN4CCCCC4)=C(OC)C3)C=CC1F
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing dacomitinib (CHEBI:132268) has role antineoplastic agent (CHEBI:35610)
dacomitinib (CHEBI:132268) has role epidermal growth factor receptor antagonist (CHEBI:74440)
dacomitinib (CHEBI:132268) is a enamide (CHEBI:51751)
dacomitinib (CHEBI:132268) is a monochlorobenzenes (CHEBI:83403)
dacomitinib (CHEBI:132268) is a monofluorobenzenes (CHEBI:83575)
dacomitinib (CHEBI:132268) is a piperidines (CHEBI:26151)
dacomitinib (CHEBI:132268) is a quinazolines (CHEBI:38530)
dacomitinib (CHEBI:132268) is a secondary amino compound (CHEBI:50995)
dacomitinib (CHEBI:132268) is a secondary carboxamide (CHEBI:140325)
dacomitinib (CHEBI:132268) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(2E)-N-[4-(3-chloro-4-fluoroanilino)-7-methoxyquinazolin-6-yl]-4-(piperidin-1-yl)but-2-enamide
INNs Sources
dacomitinib WHO MedNet
dacomitinib WHO MedNet
dacomitinib WHO MedNet
dacomitinibum WHO MedNet
Synonyms Sources
PF 00299804-03 ChemIDplus
PF-00299804 ChEBI
PF-00299804-03 ChemIDplus
Manual Xrefs Databases
1C9 PDBeChem
D09883 KEGG DRUG
Dacomitinib Wikipedia
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Registry Numbers Types Sources
1110813-31-4 CAS Registry Number ChemIDplus
12400147 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22753918 PubMed citation Europe PMC
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Last Modified
07 March 2018