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CHEBI:66901 - ivacaftor

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ChEBI Name ivacaftor
ChEBI ID CHEBI:66901
Definition An aromatic amide obtained by formal condensation of the carboxy group of 4-oxo-1,4-dihydroquinoline-3-carboxylic acid with the amino group of 5-amino-2,4-di-tert-butylphenol. Used for the treatment of cystic fibrosis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H28N2O3
Net Charge 0
Average Mass 392.49070
Monoisotopic Mass 392.210
InChI InChI=1S/C24H28N2O3/c1-23(2,3)16-11-17(24(4,5)6)20(27)12-19(16)26-22(29)15-13-25-18-10-8-7-9-14(18)21(15)28/h7-13,27H,1-6H3,(H,25,28)(H,26,29)
InChIKey PURKAOJPTOLRMP-UHFFFAOYSA-N
SMILES CC(C)(C)c1cc(c(NC(=O)c2c[nH]c3ccccc3c2=O)cc1O)C(C)(C)C
Roles Classification
Biological Role(s): CFTR potentiator
A membrane transport modulator that restores the chloride ion transport ability of defective cystic fibrosis transmembrane conductance regulator (CFTR) genes.
Application(s): orphan drug
Any drug that has been developed specifically for treatment of a rare medical condition, the condition itself being known as an orphan disease.
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ChEBI Ontology
Outgoing ivacaftor (CHEBI:66901) has role CFTR potentiator (CHEBI:66902)
ivacaftor (CHEBI:66901) has role orphan drug (CHEBI:71031)
ivacaftor (CHEBI:66901) is a aromatic amide (CHEBI:62733)
ivacaftor (CHEBI:66901) is a monocarboxylic acid amide (CHEBI:29347)
ivacaftor (CHEBI:66901) is a phenols (CHEBI:33853)
ivacaftor (CHEBI:66901) is a quinolone (CHEBI:23765)
Incoming Orkambi (CHEBI:90950) has part ivacaftor (CHEBI:66901)
IUPAC Name
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
INNs Sources
ivacaftor KEGG DRUG
ivacaftor WHO MedNet
ivacaftor WHO MedNet
ivacaftorum WHO MedNet
Synonym Source
VX-770 ChemIDplus
Brand Name Source
Kalydeco KEGG DRUG
Database Links Databases
D09916 KEGG DRUG
Ivacaftor Wikipedia
View more database links
Registry Numbers Types Sources
11821038 Reaxys Registry Number Reaxys
873054-44-5 CAS Registry Number ChemIDplus
873054-44-5 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
22047557 PubMed citation Europe PMC
22293084 PubMed citation Europe PMC
22383668 PubMed citation Europe PMC
22499233 PubMed citation Europe PMC
22508750 PubMed citation Europe PMC
22543461 PubMed citation Europe PMC
22618984 PubMed citation Europe PMC
22698459 PubMed citation Europe PMC
22723294 PubMed citation Europe PMC
22739718 PubMed citation Europe PMC
22768130 PubMed citation Europe PMC
Last Modified
14 January 2016