LUMACAFTOR

Search structure
Synonyms:
Status: Approved (2015)
Entry Type: Small molecule
Molecule Category: Parent
UNII: EGP8L81APK

Structure
InChI Key UFSKUSARDNFIRC-UHFFFAOYSA-N
Smile Cc1ccc(NC(=O)C2(c3ccc4c(c3)OC(F)(F)O4)CC2)nc1-c1cccc(C(=O)O)c1
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H18F2N2O5
Molecular Weight 452.41
AlogP 4.75
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 97.75
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 33.0

Pharmacology

Action Mechanism of Action Reference
STABILISER Cystic fibrosis transmembrane conductance regulator stabiliser FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 12000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 32000 - - -
Ion channel Other ion channel Chloride channel Cystic fibrosis transmembrane conductance regulator
2570-2600 - 72800 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Cystic Fibrosis 4 D003550 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials

Related Entries

Scaffolds

Mixture

Cross References

Resources Reference
CAS NUMBER 936727-05-8
ChEBI 90951
ChEMBL CHEMBL2103870
DrugBank DB09280
DrugCentral 5010
EPA CompTox DTXSID30239523
FDA SRS EGP8L81APK
Guide to Pharmacology 7481
PharmGKB PA166114483
PubChem 16678941
SureChEMBL SCHEMBL377028
ZINC ZINC000064033452
CONTENTS