Ligand id: 2585

Name: nicotine

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Structure and Physico-chemical Properties

2D Structure
Calculated 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 1.49
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

View interactive charts of activity data from GtoPdb and ChEMBL (where available) across species

Bioactivity Comments
Data show a range of bioactivity levels at various heterologously expressed human nACh heteromeric ion channels. Kis as follows; α2β4=9900nM [5], α3β2=14nM [1], α3β4=187nM [1], α4β2=1nM [4,6]. Due to the heterogeneity of nACh channels we have not tagged a primary drug target for nicotine, although the α4β2 is reported to be the predominant high affinity subtype in the brain which mediates nicotine addiction [2-3].
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Affinity Units Concentration range (M) Reference
TRPA1 Hs Activator Activation 4.8 pEC50 - 7
pEC50 4.8 (EC50 1.7x10-5 M) non-covalent [7]
Voltage: -75.0 mV
Description: Patch clamp
Conditions: CHO cells expressing mouse or human TRPA1
Kv4.3 Rn Channel blocker - 7.4 pIC50 - 8
pIC50 7.4 [8]
nicotinic acetylcholine receptor α9 subunit Hs Antagonist Antagonist - - -
nicotinic acetylcholine receptor α10 subunit Hs Antagonist Antagonist - - -
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields