nicotine   Click here for help

GtoPdb Ligand ID: 2585

Synonyms: Nicorette® | Nicotrol®
Approved drug PDB Ligand
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
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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
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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 Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1984))
IUPAC Name Click here for help
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Synonyms Click here for help
Nicorette® | Nicotrol®
Database Links Click here for help
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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Wikipedia Nicotine