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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL3
CHEMBL3
Compound Name NICOTINE
ChEMBL Synonyms NICOTINE | NICOTINE POLACRILEX | Nicoderm CQ | NICOTROL | THRIVE | Prostep | Habitrol | NICODERM | Nicotrol Inhaler | Nicotine Hydrochloride | Nicotrol NS | NICORETTE (MINT) | COMMIT | (-)-Nicotine Hydrogen Tartrate Salt | NICOTINE BITARTRATE | NICORETTE
Max Phase 4 (Approved)
Trade Names NICODERM | Nicotrol Inhaler | Nicotine | THRIVE | Nicoderm CQ | Nicotrol NS | NICORETTE (MINT) | NICOTINE POLACRILEX | Habitrol | Prostep | COMMIT | NICOTROL | NICORETTE
Molecular Formula C10H14N2

Additional synonyms for CHEMBL3 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCC[C@H]1c2cccnc2
Standard InChI InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8, ...
Download InChI
Standard InChI Key SNICXCGAKADSCV-JTQLQIEISA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL3

Molecule Features

CHEMBL3 compound icon
Drug Type:Polymer Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
POSTOPERATIVE NAUSEA AND VOMITINGD020250EFO:0004888POST OPERATIVE NAUSEA AND VOMITING2ClinicalTrials
UTERINE CERVICAL NEOPLASMSD002583EFO:0001061CERVICAL CARCINOMA3ClinicalTrials
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION1ClinicalTrials
PULMONARY DISEASE, CHRONIC OBSTRUCTIVED029424EFO:0000341CHRONIC OBSTRUCTIVE PULMONARY DISEASE2ClinicalTrials
SARCOIDOSISD012507Orphanet:797SARCOIDOSIS1ClinicalTrials
HEART FAILURED006333EFO:0003144HEART FAILURE3ClinicalTrials
MILD COGNITIVE IMPAIRMENTD060825HP:0100543COGNITIVE IMPAIRMENT2ClinicalTrials
MEMORY DISORDERSD008569EFO:0001072MEMORY IMPAIRMENT1ClinicalTrials
ALCOHOL DRINKINGD000428EFO:0004329ALCOHOL DRINKING2ClinicalTrials
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA3ClinicalTrials
PARKINSON DISEASED010300EFO:0002508PARKINSON'S DISEASE2ClinicalTrials
TOBACCO USE DISORDERD014029EFO:0003768NICOTINE DEPENDENCE4ClinicalTrials
ATC
ClinicalTrials
ClinicalTrials
WOUNDS AND INJURIESD014947EFO:0000546INJURY2ClinicalTrials
ATTENTION DEFICIT DISORDER WITH HYPERACTIVITYD001289EFO:0003888ATTENTION DEFICIT HYPERACTIVITY DISORDER1ClinicalTrials
SMOKING CESSATIOND016540EFO:0004319SMOKING CESSATION3ClinicalTrials
SUBSTANCE-RELATED DISORDERSD019966EFO:0003890DRUG DEPENDENCE2ClinicalTrials

Clinical Data

ClinicalTrials.gov NICOTINE
The Cochrane Collaboration NICOTINE

Metabolites for CHEMBL3

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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 CHEMBL3. 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 0.999
CHEMBL4980 Neuronal acetylcholine receptor protein alpha-7 subunit Rattus norvegicus 0.994
CHEMBL5136 Platelet activating factor receptor Cavia porcellus 0.974
CHEMBL307 Neuronal acetylcholine receptor protein alpha-4 subunit Rattus norvegicus 0.927
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.925
CHEMBL2815 Nerve growth factor receptor Trk-A Homo sapiens 0.423
CHEMBL6084 Acetylcholine-binding protein Lymnaea stagnalis 0.299
CHEMBL2973 Rho-associated protein kinase 2 Homo sapiens 0.220



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2492 Neuronal acetylcholine receptor protein alpha-7 subunit Homo sapiens 1.000
CHEMBL4980 Neuronal acetylcholine receptor protein alpha-7 subunit Rattus norvegicus 1.000
CHEMBL5136 Platelet activating factor receptor Cavia porcellus 0.991
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.978
CHEMBL307 Neuronal acetylcholine receptor protein alpha-4 subunit Rattus norvegicus 0.951
CHEMBL6084 Acetylcholine-binding protein Lymnaea stagnalis 0.429
CHEMBL2815 Nerve growth factor receptor Trk-A Homo sapiens 0.353
CHEMBL2973 Rho-associated protein kinase 2 Homo sapiens 0.314
CHEMBL3227 Metabotropic glutamate receptor 5 Homo sapiens 0.270
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.217
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.209

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
162.2 162.1157 1.24 1 16.13 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8 .57 -.62 1 12 0.62

Structural Alerts

There are no structural alerts for CHEMBL3

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07B - DRUGS USED IN ADDICTIVE DISORDERS
N07BA - Drugs used in nicotine dependence
N07BA01 - nicotine

IRAC A - NERVE ACTION
A4 - NICOTINIC ACETYLCHOLINE RECEPTOR (NACHR) AGONISTS
A44B - NICOTINE
A44B1 - NICOTINE
ChemSpider ChemSpider:SNICXCGAKADSCV-JTQLQIEISA-N
DailyMed nicotine nicotine polacrilex
PubChem SID: 144209012 SID: 144210494 SID: 17389805 SID: 26752744 SID: 26752745 SID: 26752746 SID: 50105392 SID: 50105393 SID: 56314824 SID: 90341453
Wikipedia Nicotine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL3



Atlas nicotine
BindingDB 82070
Brenda 6751 2572 210363 123346
ChEBI 17688
DrugBank DB00184
DrugCentral 1920
eMolecules 501591
EPA CompTox Dashboard DTXSID1020930
FDA SRS 6M3C89ZY6R
Guide to Pharmacology 2585
Human Metabolome Database HMDB0001934
IBM Patent System 53C6EE1C3F98A6D4B14BE8F8BD21290E
KEGG Ligand C00745
LINCS LSM-2093
Mcule MCULE-8728421654
Metabolights MTBLC17688
MolPort MolPort-000-744-731
NIH Clinical Collection SAM002564224
Nikkaji J9.266E J1.808.087G
PDBe NCT
PubChem 89594
PubChem: Thomson Pharma 15171051 14748051
SureChEMBL SCHEMBL20192
ZINC ZINC000000391812

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