CHEBI:84500 - varenicline

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ChEBI Name varenicline
ChEBI ID CHEBI:84500
Definition An organic heterotetracyclic compound that acts as a partial agonist for nicotinic cholinergic receptors and is used (in the form of its tartate salt) as an aid to giving up smoking.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H13N3
Net Charge 0
Average Mass 211.26240
Monoisotopic Mass 211.111
InChI InChI=1S/C13H13N3/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1/h1-2,4-5,8-9,14H,3,6-7H2/t8-,9+
InChIKey JQSHBVHOMNKWFT-DTORHVGOSA-N
SMILES C1[C@H]2CNC[C@@H]1c1cc3nccnc3cc21
Roles Classification
Biological Role(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
Application(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
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ChEBI Ontology
Outgoing varenicline (CHEBI:84500) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
varenicline (CHEBI:84500) has role serotonergic agonist (CHEBI:35941)
varenicline (CHEBI:84500) is a bridged compound (CHEBI:35990)
varenicline (CHEBI:84500) is a organic heterotetracyclic compound (CHEBI:38163)
varenicline (CHEBI:84500) is a secondary amino compound (CHEBI:50995)
varenicline (CHEBI:84500) is conjugate base of varenicline(1+) (CHEBI:84508)
Incoming varenicline(1+) (CHEBI:84508) is conjugate acid of varenicline (CHEBI:84500)
IUPAC Name
7,8,9,10-tetrahydro-6H-6,10-methanoazepino[4,5-g]quinoxaline
INNs Sources
vareniclina WHO MedNet
varénicline WHO MedNet
varenicline KEGG DRUG
vareniclinum WHO MedNet
Synonym Source
7,8,9,10-Tetrahydro-6,10-methano-6H-pyrazino(2,3-h)(3)benzazepine ChemIDplus
Database Links Databases
2808 DrugCentral
D08669 KEGG DRUG
DB01273 DrugBank
HMDB0015398 HMDB
LSM-5358 LINCS
QMR PDBeChem
Varenicline Wikipedia
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Registry Numbers Types Sources
10668886 Reaxys Registry Number Reaxys
249296-44-4 CAS Registry Number KEGG DRUG
249296-44-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017