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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1396
CHEMBL1396
Compound Name VARENICLINE
ChEMBL Synonyms Chantix | CP-526,555-18 | CHAMPIX | VARENICLINE | CHANTIX | VARENICLINE TARTRATE
Max Phase 4 (Approved)
Trade Names CHAMPIX | CHANTIX
Molecular Formula C13H13N3

Additional synonyms for CHEMBL1396 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C1NCC2CC1c3cc4nccnc4cc23
Standard InChI InChI=1S/C13H13N3/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12( ...
Download InChI
Standard InChI Key JQSHBVHOMNKWFT-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1396

Molecule Features

CHEMBL1396 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Neuronal acetylcholine receptor; alpha4/beta2 agonist Neuronal acetylcholine receptor; alpha4/beta2 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Alcohol DrinkingD000428EFO:0004329alcohol drinking2ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma3ClinicalTrials
Machado-Joseph DiseaseD017827Orphanet:98757Spinocerebellar ataxia type 32ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Acute Coronary SyndromeD054058EFO:0005672acute coronary syndrome3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease2ClinicalTrials
Friedreich AtaxiaD005621Orphanet:95Friedreich ataxia2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence4ATC
ClinicalTrials
ClinicalTrials
Smoking CessationD016540EFO:0004319smoking cessation3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov VARENICLINE
The Cochrane Collaboration VARENICLINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1396. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2492 Neuronal acetylcholine receptor protein alpha-7 subunit Homo sapiens 0.642
CHEMBL4409 Phosphodiesterase 10A Homo sapiens 0.246

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2492 Neuronal acetylcholine receptor protein alpha-7 subunit Homo sapiens 0.947
CHEMBL4409 Phosphodiesterase 10A Homo sapiens 0.343
CHEMBL240 HERG Homo sapiens 0.286

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
211.3 211.1109 1.8 0 37.81 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.6 1.01 -1.05 2 16 0.72

Structural Alerts

There are no structural alerts for CHEMBL1396

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07B - DRUGS USED IN ADDICTIVE DISORDERS
N07BA - Drugs used in nicotine dependence
N07BA03 - varenicline

ChemSpider ChemSpider:JQSHBVHOMNKWFT-UHFFFAOYSA-N
DailyMed varenicline tartrate
PubChem SID: 174007164

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1396



ACToR 249296-44-4
BindingDB 50166908
IBM Patent System B0C117DBF6F2B11C5B74EB1E9B317DE0
LINCS LSM-45774
Mcule MCULE-3341459784
Nikkaji J2.566.151F
PubChem 170361
PubChem: Thomson Pharma 15121200
SureChEMBL SCHEMBL225687

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/JQSHBVHOMNKWFT-UHFFFAOYSA-N spacer
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