varenicline   Click here for help

GtoPdb Ligand ID: 5459

Synonyms: Champix® | Chantix® | compound 9a [PMID: 16171993] | CP 526555
Approved drug PDB Ligand
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
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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
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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+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2006))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8366 varenicline
Synonyms Click here for help
Champix® | Chantix® | compound 9a [PMID: 16171993] | CP 526555
Database Links Click here for help
CAS Registry No. 249296-44-4
ChEMBL Ligand CHEMBL1396
DrugBank Ligand DB01273
DrugCentral Ligand 2808
GtoPdb PubChem SID 178102109
PubChem CID 5310966
Search Google for chemical match using the InChIKey JQSHBVHOMNKWFT-DTORHVGOSA-N
Search Google for chemicals with the same backbone JQSHBVHOMNKWFT
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UniChem Compound Search for chemical match using the InChIKey JQSHBVHOMNKWFT-DTORHVGOSA-N
UniChem Connectivity Search for chemical match using the InChIKey JQSHBVHOMNKWFT-DTORHVGOSA-N
Wikipedia Varenicline

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Varenicline tartrate (links to external site)
Cat. No. 3754