varenicline   

GtoPdb Ligand ID: 5459

Synonyms: Champix® | Chantix® | compound 9a [PMID: 16171993] | CP 526555
varenicline is an approved drug (FDA and EMA (2006))
Compound class: Synthetic organic
Comment: Marketed formulations usually contain varenicline tartrate (PubChem CID 9906942). ChEMBL represents this compound without specified stereochemistry (see link above).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.81
Molecular weight 211.11
XLogP 0.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N1CC2CC(C1)c1c2cc2c(c1)nccn2
Isomeric SMILES N1C[C@@H]2C[C@H](C1)c1c2cc2c(c1)nccn2
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+
InChI Key JQSHBVHOMNKWFT-DTORHVGOSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2006))
IUPAC Name
(1R,12S)-5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene
International Nonproprietary Names
INN number INN
8366 varenicline
Synonyms
Champix® | Chantix® | compound 9a [PMID: 16171993] | CP 526555
Comments
Marketed formulations usually contain varenicline tartrate (PubChem CID 9906942). ChEMBL represents this compound without specified stereochemistry (see link above).
Database Links
CAS Registry No. 249296-44-4
ChEBI CHEBI:84500
ChEMBL Ligand CHEMBL1396
DrugBank Ligand DB01273
DrugCentral Ligand 2808
GtoPdb PubChem SID 178102109
PubChem CID 5310966
RCSB PDB Ligand QMR
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Search UniChem for chemical match using the InChIKey JQSHBVHOMNKWFT-DTORHVGOSA-N
Search UniChem for chemicals with the same backbone JQSHBVHOMNKWFT
Wikipedia Varenicline

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Tocris
Varenicline tartrate
Cat. No. 3754