ivacaftor (CHEBI:66901)

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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

Average Mass

392.49070

Monoisotopic Mass

392.20999

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.

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

Synonym	Source
VX-770	ChemIDplus

Brand Name	Source
Kalydeco	KEGG DRUG

Last Modified

22 February 2017