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

What is the Bedaquiline?

The molecule Bedaquiline presents a molecular formula of C32H31BrN2O2 and its IUPAC name is (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol.

Bedaquiline is a molecule that is used to treat tuberculosis. It is a member of the class of drugs known as quinolone antibiotics. Bedaquiline is the first new anti-tuberculosis drug to be approved in over 40 years..

Bedaquiline works by inhibiting an enzyme called mycobacterial ATP synthase. This enzyme is essential for the bacteria to produce energy. By inhibiting this enzyme, bedaquiline prevents the bacteria from growing and multiplying..

Bedaquiline is generally well-tolerated. The most common side effects are nausea, vomiting, and headache. Bedaquiline should be used with caution in patients with liver disease or other medical conditions that may increase the risk of liver toxicity..

Bedaquiline is a promising new drug for the treatment of tuberculosis. It is the first new anti-tuberculosis drug to be approved in over 40 years. Bedaquiline is generally well-tolerated and has the potential to significantly improve the treatment of this disease..

3D structure

Cartesian coordinates

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

2D drawing


Bedaquiline QUIJNHUBAXPXFS-XLJNKUFUSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol
InChI codeInChI=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

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.

  • (
  • (1R)-(6-Bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2(S)-(1-naphthyl)-1-phenylbutan-2-ol
  • (1R,2S)-1-(6-Bromo-2-methoxy-3-quinolyl)-4-dimethylamino-2-(1-naphthyl)-1-phenyl-butan-2-ol
  • (1R,2S)-1-(6-Bromo-2-methoxy-quinolin-3-yl)-4-methyl-amino-2-naphthalen-1-yl-1-phenyl-butan-2-ol
  • (1R,2S)-1-(6-bromo-2-methoxy-3-quinolyl)-4-(dimethylamino)-2-(1-naphthyl)-1-phenyl-butan-2-ol
  • (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(1-naphthyl)-1-phenylbutan-2-ol
  • (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
  • (1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol
  • (alphaR,betaS)-rel-Bedaquiline
  • (alphaS,betaR)-6-bromo-alpha-[2-(dimethylamino)ethyl]-2-methoxy-alpha-1-naphthalenyl-beta-phenyl-3-quinolineethanol
  • 1-(1R)-(6-Bromo-2-methoxy-quinolin-3-yl)-4-dimethylamino-2-(2S)-(naphthalen-1-yl)-1-phenyl-butan-2-ol
  • 1-(6-Bromo-2-methoxy-quinolin-3-yl)-4-dimethylamino-2-naphthalen-1-yl-1-phenyl-butan-2-ol
  • 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-2-methoxy-alpha-1-naphthalenyl-beta-phenyl-, (alphaR,betaS)-rel-
  • 3-Quinolineethanol, 6-bromo-alpha-(2-(dimethylamino)ethyl)-2-methoxy-alpha-1-naphthalenyl-beta-phenyl-, (alphaS,betaR)-
  • 654653-93-7
  • 78846I289Y
  • 843663-66-1
  • 843663-66-1 (free base)
  • AC-28385
  • AIDS 222089
  • AIDS-222089
  • AR)-Bedaquiline
  • AS,
  • BDBM50063995
  • BDQ
  • BQ1
  • Bedaquiline
  • Bedaquiline (USAN/INN)
  • C32H31BrN2O2
  • CCG-270030
  • D09872
  • DB08903
  • EX-A4133
  • GTPL11171
  • HSDB 8217
  • HY-14881
  • J-500265
  • MFCD22628872
  • MMV689758
  • NCGC00348215-01
  • NCGC00348215-03
  • NCGC00348215-04
  • Q1257318
  • R 207910
  • R-207910
  • R207910
  • R403323; TMC207; R207910
  • SR-05000022473
  • SR-05000022473-1
  • TMC 207
  • TMC-207
  • TMC207
  • bedaquilina
  • bedaquilinum
  • bromo-2-methoxy-quinolin-3-yl)-4-dimethylamino-2-naphthalen-1-yl-1-phenyl-butan-2-ol
  • rel-(1R,2S)-1-(6-Bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
  • s5623

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4655029
  • UNII-78846I289Y
  • AKOS022186476
  • DTXSID80903989
  • DTXSID101027810
  • CHEMBL376488
  • CHEBI:72292
  • SCHEMBL295482

Physico-Chemical properties

IUPAC name(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol
Molecular formulaC32H31BrN2O2
Molecular weight555.505
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity155.36
Topological polar surface area45.6

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.