Ivacaftor

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Ivacaftor are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Ivacaftor?

The molecule Ivacaftor presents a molecular formula of C24H28N2O3 and its IUPAC name is N-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide.

Ivacaftor (Kalydeco) is a drug used to treat people with certain genetic conditions, such as cystic fibrosis..

Ivacaftor is a small molecule that works by targeting and correcting a defective protein called CFTR, which is responsible for transporting chloride ions across cell membranes. This process is important for maintaining the balance of salt and water in the body..

In people with cystic fibrosis, the CFTR protein is defective, which leads to a buildup of mucus in the lungs and other organs. Ivacaftor helps to improve the function of the CFTR protein, which can help to reduce the symptoms of cystic fibrosis..

Ivacaftor is usually taken orally, in the form of a tablet or capsule. It is typically taken once or twice a day, with or without food..

Common side effects of ivacaftor include headache, diarrhea, nausea, and fatigue. Ivacaftor can also cause liver damage, so it is important to have your liver function monitored by a healthcare provider while taking this drug..

Ivacaftor is a relatively new drug, and it is still being studied. It is not yet known if it is safe or effective for long-term use..

If you have cystic fibrosis, talk to your doctor about whether ivacaftor is right for you..

3D structure

Cartesian coordinates

Geometry of Ivacaftor in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Ivacaftor PURKAOJPTOLRMP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Ivacaftor

 

Molecule descriptors

 
IUPAC nameN-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide
InChI codeInChI=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)
InChI KeyPURKAOJPTOLRMP-UHFFFAOYSA-N
SMILESCC(C)(C)c1cc(C(C)(C)C)c(NC(=O)c2c[nH]c3ccccc3c2=O)cc1O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 1134822-00-6
  • 1413431-05-6
  • 1Y740ILL1Z
  • 3-Quinolinecarboxamide, N-(2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl)-1,4-dihydro-4-oxo-
  • 3-Quinolinecarboxamide, N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxo-
  • 873054-44-5
  • A25626
  • AB01565806_02
  • AC-28324
  • BCP19794
  • BCP9000799
  • BCPP000199
  • BDBM50032693
  • CCG-268562
  • CS-0497
  • CTP-656; CTP-656; CTP-656; d9-ivacaftor;VX-561
  • Cystic Fibrosis Transmembrane Conductance Regulator Potentiator
  • D09916
  • DB08820
  • EC-000.2478
  • EX-7211
  • EX-A441
  • FT-0696681
  • GTPL4342
  • HMS3654E10
  • HMS3744K05
  • HY-13017
  • IVACAFTOR COMPONENT OF ORKAMBI
  • IVACAFTOR COMPONENT OF TRIKAFTA
  • Ivacaftor
  • Ivacaftor (USAN/INN)
  • Ivacaftor (VX-770)
  • Ivacaftor D18
  • Ivacaftor;N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide;Ivacaftor
  • Kalydeco
  • LE-0002
  • MFCD17171361
  • MLS006011119
  • N-(2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
  • N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
  • N-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
  • N-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide
  • N-(5-Hydroxy-2,4-bis(2-methyl-2-propanyl)phenyl]-4-oxo-1,4-dihydro-3-quinolinecarboxamide
  • N-(5-hydroxy-2,4-ditert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide
  • N-[2,4-Bis(tert-butyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxo-3-quinolinecarboxamide
  • N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide
  • NCGC00242480-01
  • NCGC00242480-03
  • ORKAMBI COMPONENT IVACAFTOR
  • Q6095693
  • SB16815
  • SMR004702900
  • SW219620-1
  • SYMKEVI COMPONENT IVACAFTOR
  • TRIKAFTA COMPONENT IVACAFTOR
  • VX 770
  • VX-770
  • VX-770 - Ivacaftor
  • VX-770, Ivacaftor, Kalydeco
  • VX7
  • VX770
  • ivacaftorum
  • s1144

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC52509463
  • UNII-1Y740ILL1Z
  • AKOS015994762
  • AKOS032950001
  • DTXSID00236281
  • CHEMBL2010601
  • CHEBI:66901
  • SCHEMBL351373

Physico-Chemical properties

IUPAC nameN-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide
Molecular formulaC24H28N2O3
Molecular weight392.491
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity119.35
LogP5.2
Topological polar surface area82.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.