CHEBI:49668 - gefitinib

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ChEBI Name gefitinib
ChEBI ID CHEBI:49668
Definition A member of the class of quinazolines that is quinazoline which is substituted at position 4 by a (3-chloro-4-fluorophenyl)nitrilo group, at position 6 by a 3-(morpholin-4-yl)propoxy group and at position 7 by a methoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:38917, CHEBI:49667
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Formula C22H24ClFN4O3
Net Charge 0
Average Mass 446.90222
Monoisotopic Mass 446.152
InChI InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)
InChIKey XGALLCVXEZPNRQ-UHFFFAOYSA-N
SMILES COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN1CCOCC1
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gefitinib (CHEBI:49668) has role antineoplastic agent (CHEBI:35610)
gefitinib (CHEBI:49668) has role epidermal growth factor receptor antagonist (CHEBI:74440)
gefitinib (CHEBI:49668) is a aromatic ether (CHEBI:35618)
gefitinib (CHEBI:49668) is a monochlorobenzenes (CHEBI:83403)
gefitinib (CHEBI:49668) is a monofluorobenzenes (CHEBI:83575)
gefitinib (CHEBI:49668) is a morpholines (CHEBI:38785)
gefitinib (CHEBI:49668) is a quinazolines (CHEBI:38530)
gefitinib (CHEBI:49668) is a secondary amino compound (CHEBI:50995)
gefitinib (CHEBI:49668) is a tertiary amino compound (CHEBI:50996)
Incoming linkable gefitinib analogue (CHEBI:39084) has functional parent gefitinib (CHEBI:49668)
IUPAC Name
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine
INNs Sources
géfitinib WHO MedNet
gefitinib WHO MedNet
gefitinibum WHO MedNet
Synonyms Sources
4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline ChemIDplus
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamine ChemIDplus
ZD 1839 ChemIDplus
ZD1839 DrugCentral
Brand Name Source
Iressa ChemIDplus
Manual Xrefs Databases
1282 DrugCentral
D01977 KEGG DRUG
DB00317 DrugBank
Gefitinib Wikipedia
HMDB0014462 HMDB
IRE PDBeChem
LSM-1098 LINCS
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Registry Numbers Types Sources
184475-35-2 CAS Registry Number ChemIDplus
8949523 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14981586 PubMed citation Europe PMC
15068398 PubMed citation Europe PMC
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20949670 PubMed citation Europe PMC
27396387 PubMed citation Europe PMC
28968167 PubMed citation Europe PMC
29332330 PubMed citation Europe PMC
29493460 PubMed citation Europe PMC
29579334 PubMed citation Europe PMC
29668619 PubMed citation Europe PMC
30068310 PubMed citation Europe PMC
30069771 PubMed citation Europe PMC
30214852 PubMed citation Europe PMC
Last Modified
27 November 2018