IUPAC name
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
SMILES
CC(C)(C)C1=CC(=C(O)C=C1NC(=O)C1=CNC2=CC=CC=C2C1=O)C(C)(C)C
Compound class
Respiratory System; CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;
Therapeutic area
For the treatment of cystic fibrosis (CF) in patients age 6 years and older who have a G551D mutation in the CFTR gene.
Common name
Ivacaftor
IUPAC name
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
SMILES
CC(C)(C)C1=CC(=C(O)C=C1NC(=O)C1=CNC2=CC=CC=C2C1=O)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)
FORMULA
C24H28N2O3
Common name
Ivacaftor
IUPAC name
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
Molecular weight
392.491
clogP
5.471
clogS
-6.840
HBond Acceptor
3
HBond Donor
3
Total Polar Surface Area
82.19
Number of Rings
3
Rotatable Bond
4
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00006 | phenol |
|
c1ccc(cc1)O | 0.0897 |
| FDBF00012 | isobutane |
|
C(C)(C)C | 0.0611 |
| FDBF03084 | 2-tert-butylphenol |
|
c1(c(cccc1)O)C(C)(C)C | 0.0010 |
| FDBF03477 | 4-tert-butylphenol |
|
CC(c1ccc(cc1)O)(C)C | 0.0014 |
| FDBF03690 | N-(3-hydroxyphenyl)formamide |
|
c1ccc(cc1NC=O)O | 0.0014 |
| FDBF03691 | N-(2-tert-butyl-5-hydroxy-phenyl)formamide |
|
c1(ccc(cc1NC=O)O)C(C)(C)C | 0.0003 |
| FDBF03692 | N-(4-tert-butyl-3-hydroxy-phenyl)formamide |
|
c1cc(c(cc1NC=O)O)C(C)(C)C | 0.0003 |
| FDBF03693 | 1H-quinolin-4-one |
|
O=c1cc[nH]c2c1cccc2 | 0.0007 |
