nicotine   

GtoPdb Ligand ID: 2585

Synonyms: Nicorette® | Nicotrol®
nicotine is an approved drug (FDA (1984))
Comment: Nicotine is a natural alkaloid of the tobacco plant. It is an addictive stimulant, which is an agonist of most nicotinic acetylcholine receptors (nAChRs) (it is an antagonist of the nAChRα9 and nAChRα10 receptor subtypes).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 16.13
Molecular weight 162.12
XLogP 1.13
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN1CCCC1c1cccnc1
Isomeric SMILES CN1CCC[C@H]1c1cccnc1
InChI InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
InChI Key SNICXCGAKADSCV-JTQLQIEISA-N
Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1984))
IUPAC Name
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Synonyms
Nicorette® | Nicotrol®
Comments
Nicotine is a natural alkaloid of the tobacco plant. It is an addictive stimulant, which is an agonist of most nicotinic acetylcholine receptors (nAChRs) (it is an antagonist of the nAChRα9 and nAChRα10 receptor subtypes).
Database Links
BindingDB Ligand 50035403
CAS Registry No. 54-11-5
ChEBI CHEBI:17688
ChEMBL Ligand CHEMBL3
DrugBank Ligand DB00184
DrugCentral Ligand 1920
GtoPdb PubChem SID 53801040
PubChem CID 89594
RCSB PDB Ligand NCT
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Search UniChem for chemicals with the same backbone SNICXCGAKADSCV
Wikipedia Nicotine