CHEBI:72292 - bedaquiline

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ChEBI Name bedaquiline
Definition A quinoline-based antimycobacterial drug used (as its fumarate salt) for the treatment of pulmonary multi-drug resistant tuberculosis by inhibition of ATP synthase, an enzyme essential for the replication of the mycobacteria.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C32H31BrN2O2
Net Charge 0
Average Mass 555.50500
Monoisotopic Mass 554.15689
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
SMILES COc1nc2ccc(Br)cc2cc1[C@@H](c1ccccc1)[C@@](O)(CCN(C)C)c1cccc2ccccc12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
ATP synthase inhibitor
A mitochondrial respiratory-chain inhibitor that interferes with the action of ATP synthase.
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
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ChEBI Ontology
Outgoing bedaquiline (CHEBI:72292) has role antitubercular agent (CHEBI:33231)
bedaquiline (CHEBI:72292) has role ATP synthase inhibitor (CHEBI:20854)
bedaquiline (CHEBI:72292) is a aromatic ether (CHEBI:35618)
bedaquiline (CHEBI:72292) is a naphthalenes (CHEBI:25477)
bedaquiline (CHEBI:72292) is a organobromine compound (CHEBI:37141)
bedaquiline (CHEBI:72292) is a quinolines (CHEBI:26513)
bedaquiline (CHEBI:72292) is a tertiary alcohol (CHEBI:26878)
bedaquiline (CHEBI:72292) is a tertiary amino compound (CHEBI:50996)
bedaquiline (CHEBI:72292) is conjugate base of bedaquiline(2+) (CHEBI:72706)
Incoming bedaquiline(2+) (CHEBI:72706) is conjugate acid of bedaquiline (CHEBI:72292)
INNs Sources
bedaquilina WHO MedNet
bédaquiline WHO MedNet
bedaquiline KEGG DRUG
bedaquilinum WHO MedNet
Synonyms Sources
1-(6-Bromo-2-methoxy-quinolin-3-yl)-4-dimethylamino-2-naphthalen-1-yl-1-phenyl-butan-2-ol KEGG COMPOUND
R 207910 ChemIDplus
R207910 ChemIDplus
TMC 207 ChemIDplus
TMC-207 ChemIDplus
TMC207 ChemIDplus
Manual Xrefs Databases
4741 DrugCentral
Bedaquiline Wikipedia
WO2005117875 Patent
WO2006067048 Patent
View more database links
Registry Numbers Types Sources
10733008 Reaxys Registry Number Reaxys
654653-93-7 CAS Registry Number KEGG COMPOUND
843663-66-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017