gefitinib   Click here for help

GtoPdb Ligand ID: 4941

Synonyms: Iressa® | ZD 1839 | ZD1839
Approved drug PDB Ligand
gefitinib is an approved drug (FDA (2003), EMA (2009))
Compound class: Synthetic organic
Comment: Gefitinib is an orally active Type-1 kinase inhibitor and was first approved by the US FDA in 2003. Gefitinib has selectivity for the EGFR [5].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 68.74
Molecular weight 446.15
XLogP 3.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc2ncnc(c2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F
Isomeric SMILES COc1cc2ncnc(c2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F
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)
InChI Key XGALLCVXEZPNRQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2003), EMA (2009))
IUPAC Name Click here for help
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4-amine
International Nonproprietary Names Click here for help
INN number INN
8204 gefitinib
Synonyms Click here for help
Iressa® | ZD 1839 | ZD1839
Database Links Click here for help
CAS Registry No. 184475-35-2
ChEBI CHEBI:49668
ChEMBL Ligand CHEMBL939
DrugBank Ligand DB00317
DrugCentral Ligand 1282
GtoPdb PubChem SID 178101639
PubChem CID 123631
RCSB PDB Ligand IRE
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SynPHARM 78743 (in complex with epidermal growth factor receptor)
81180 (in complex with epidermal growth factor receptor)
Wikipedia Gefitinib

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Tocris
Iressa
Cat. No. 3000