CHEBI:90951 - lumacaftor

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ChEBI Name lumacaftor
Definition An aromatic amide obtained by formal condensation of the carboxy group of 1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropane-1-carboxylic acid with the aromatic amino group of 3-(6-amino-3-methylpyridin-2-yl)benzoic acid. Used for the treatment of cystic fibrosis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H18F2N2O5
Net Charge 0
Average Mass 452.408
Monoisotopic Mass 452.118
InChI InChI=1S/C24H18F2N2O5/c1-13-5-8-19(27-20(13)14-3-2-4-15(11-14)21(29)30)28-22(31)23(9-10-23)16-6-7-17-18(12-16)33-24(25,26)32-17/h2-8,11-12H,9-10H2,1H3,(H,29,30)(H,27,28,31)
SMILES C1(C(NC2=CC=C(C(=N2)C3=CC(=CC=C3)C(O)=O)C)=O)(C4=CC5=C(C=C4)OC(O5)(F)F)CC1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 lumacaftor (CHEBI:90951) has role CFTR potentiator (CHEBI:66902)
lumacaftor (CHEBI:90951) has role orphan drug (CHEBI:71031)
lumacaftor (CHEBI:90951) is a aromatic amide (CHEBI:62733)
lumacaftor (CHEBI:90951) is a benzodioxoles (CHEBI:38298)
lumacaftor (CHEBI:90951) is a benzoic acids (CHEBI:22723)
lumacaftor (CHEBI:90951) is a cyclopropanes (CHEBI:51454)
lumacaftor (CHEBI:90951) is a organofluorine compound (CHEBI:37143)
lumacaftor (CHEBI:90951) is a pyridines (CHEBI:26421)
Incoming Orkambi (CHEBI:90950) has part lumacaftor (CHEBI:90951)
3-(6-{[1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)cyclopropane-1-carbonyl]amino}-3-methylpyridin-2-yl)benzoic acid
INN Source
lumacaftor ChemIDplus
Synonyms Sources
VRT 826809 ChemIDplus
VRT-826809 ChemIDplus
VX 809 ChemIDplus
VX-809 ChemIDplus
Manual Xrefs Databases
5010 DrugCentral
Lumacaftor Wikipedia
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Registry Numbers Types Sources
12892616 Reaxys Registry Number Reaxys
936727-05-8 CAS Registry Number ChemIDplus
936727-05-8 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
24771136 PubMed citation Europe PMC
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Last Modified
22 February 2017