Bedaquiline (CED0003686)

Record Information
Version1.0
Creation Date2026-04-05 12:00:12 UTC
Update Date2026-08-22 10:52:04 UTC
Accession NumberCHEM100879
Identification
Common NameBedaquiline
ClassSmall Molecule
Description
Bedaquiline (C32H31BrN2O2) is a chemical compound used in healthcare, pharmaceuticals, and veterinary products as a drug for the treatment of tuberculosis. Bedaquiline belongs to the stilbenes, a class of phenylpropanoids and polyketides within the organic compounds. With an average molecular weight of 555.52 g/mol, Bedaquiline is a heavy molecule. The compound is administered via the oral exposure route and acts as an inhibitor of the ATP synthase subunit c (atpE) protein target. Regarding its health effects, Bedaquiline is used as a treatment for tuberculosis (PMC5801126, PMC7847937).
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC32H31BrN2O2
Average Molecular Mass555.516 g/mol
Monoisotopic Mass554.157 g/mol
CAS Registry Number843663-66-1
IUPAC NameNot Available
Traditional NameNot Available
SMILESCOC1=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 IdentifierInChI=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
InChI KeyQUIJNHUBAXPXFS-XLJNKUFUSA-N
Chemical Taxonomy
ClassificationNot classified
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0000090000-ef01ed0902b5c03dcb7cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06vr-0132290000-fe7dadb4dd1a821732e0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-6874690000-38619b976b66e380b370Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1010190000-a3bdde35b1fb5b005780Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kbr-3390260000-4fb40066f79bedadca9fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a70-9350100000-f6e2348af9a7a9ab1688Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
908.0Log mg/kg[510:1600]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
tuberculosisis_treatment_forNot AvailablePMC5801126 , PMC7847937
Exposure Sources
Source IDSourceSectorReference
349Drugs for treatment of tuberculosisHealthcare, pharmaceuticals & veterinary productsNot Available
Pathways
2 pathways
Bedaquiline Drug Metabolism
Bedaquiline Drug Metabolism
Bedaquiline Drug Metabolism Action Pathway
Bedaquiline Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structurePutative uncharacterized protein atpEQ5TIX5Mycolicibacterium smegmatisPredicted (SEA)0.0778492
Click to view 3D structureATP synthase subunit cP00845Bacillus sp.Predicted (SEA)0.0778492
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)13.4679
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)78.472
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)184.425
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)99.647
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)154.531
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)109.612
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)53.5603
Voltage-dependent L-type calcium channel subunit alpha-1C structureClick to view 3D structureVoltage-dependent L-type calcium channel subunit alpha-1CQ13936HumansPredicted (SEA)14.2464
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansPredicted (SEA)123.625
Click to view 3D structureObtusifoliol 14-alpha demethylaseP93846Sorghum bicolorPredicted (SEA)14.6357
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)1443.48
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)968.989
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)3875.49
Prostaglandin F2-alpha receptor structureClick to view 3D structureProstaglandin F2-alpha receptorP43088HumansPredicted (SEA)194.0
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)2129.25
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)2373.31
Click to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)1716.5
Click to view 3D structureProstaglandin F2-alpha receptorP43118Rattus norvegicusPredicted (SEA)61.5009
5-hydroxytryptamine receptor 1B structureClick to view 3D structure5-hydroxytryptamine receptor 1BP28222HumansPredicted (SEA)1976.83
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)4937.66
E3 ubiquitin-protein ligase TRIM58 structureClick to view 3D structureE3 ubiquitin-protein ligase TRIM58Q8NG06HumansPredicted (SEA)34.6429
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)3813.44
Click to view 3D structureActin nucleation-promoting factor WASLO08816Rattus norvegicusPredicted (SEA)7.86277
Concentrations
Not Available
External Links
IdentifiersNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available