ivacaftor   Click here for help

GtoPdb Ligand ID: 4342

Synonyms: Kalydeco® | VX-770
Approved drug PDB Ligand
ivacaftor is an approved drug (FDA and EMA (2012))
Compound class: Synthetic organic
Comment: Ivacaftor is a cystic fibrosis transmembrane conductance regulator (CFTR) potentiator, the net effect of which is increased chloride channel opening.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 82.19
Molecular weight 392.21
XLogP 6.93
No. Lipinski's rules broken 1
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Canonical SMILES O=C(c1c[nH]c2c(c1=O)cccc2)Nc1cc(O)c(cc1C(C)(C)C)C(C)(C)C
Isomeric SMILES O=C(c1c[nH]c2c(c1=O)cccc2)Nc1cc(O)c(cc1C(C)(C)C)C(C)(C)C
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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2012))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9263 ivacaftor
Synonyms Click here for help
Kalydeco® | VX-770
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-5678956
Reactome Reaction Reactome logo R-HSA-5679000, R-HSA-5678992
Other databases
CAS Registry No. 873054-44-5
ChEMBL Ligand CHEMBL2010601
DrugBank Ligand DB08820
DrugCentral Ligand 4228
GtoPdb PubChem SID 178101159
PubChem CID 16220172
Search Google for chemical match using the InChIKey PURKAOJPTOLRMP-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey PURKAOJPTOLRMP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PURKAOJPTOLRMP-UHFFFAOYSA-N
Wikipedia Ivacaftor