IUPAC name
(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
SMILES
COC1=NC2=C(C=C(Br)C=C2)C=C1[C@@H](C1=CC=CC=C1)[C@@](O)(CCN(C)C)C1=CC=CC2=C1C=CC=C2
Compound class
Antitubercular Agents; Antimycobacterials; Antiinfectives for Systemic Use; CYP3A4 Inhibitors;
Therapeutic area
Bedaquiline is indicated as part of combination therapy in adults (
Common name
Bedaquiline
IUPAC name
(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
SMILES
COC1=NC2=C(C=C(Br)C=C2)C=C1[C@@H](C1=CC=CC=C1)[C@@](O)(CCN(C)C)C1=CC=CC2=C1C=CC=C2
INCHI
InChI=1S/C32H31BrN2O2/c1-35(2)19-18-32(36,28-15-9-13-22-10-7-8-14-26(22)28)30(23-11-5-4-6-12-23)27-21-24-20-25(33)16-17-29(24)34-31(27)37-3/h4-17,20-21,30,36H,18-19H2,1-3H3/t30-,32-/m1/s1
FORMULA
C32H31BrN2O2
Common name
Bedaquiline
IUPAC name
(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
Molecular weight
555.505
clogP
7.178
clogS
-9.166
HBond Acceptor
4
HBond Donor
1
Total Polar Surface Area
45.59
Number of Rings
5
Rotatable Bond
8
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00041 | ethanol |
|
CCO | 0.1474 |
| FDBF00042 | propan-2-ol |
|
CC(O)C | 0.0278 |
| FDBF00064 | N,N-dimethylmethanamine |
|
N(C)(C)C | 0.0371 |
| FDBF00253 | 2-phenylethanol |
|
c1(ccccc1)CCO | 0.0038 |
| FDBF00289 | N,N-dimethylethanamine |
|
C(C)N(C)C | 0.0299 |
| FDBF00406 | (2R)-butan-2-ol |
|
CCC(C)O | 0.0055 |
| FDBF03800 | (2S)-1-phenylpropan-2-ol |
|
C(O)(Cc1ccccc1)C | 0.0003 |
| FDBF03801 | (2R)-4-(dimethylamino)butan-2-ol |
|
N(C)(C)CCC(O)C | 0.0003 |
| FDBF03802 | (2S)-1-phenylbutan-2-ol |
|
C(O)(Cc1ccccc1)CC | 0.0003 |
