rivanicline   

GtoPdb Ligand ID: 3994

Synonyms: metanicotine | RJR-2403 | TC 2403 | TC-2403 | TC2403 | trans-metanicotine
Compound class: Synthetic organic
Comment: Rivanicline is an agonist at neural nicotinic acetylcholine receptors, binding primarily to the α4β2 subtype [1]. Potential clinical use of rivanicline is discussed in patent US5616707 [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 24.92
Molecular weight 162.12
XLogP 1.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNCCC=Cc1cccnc1
Isomeric SMILES CNCC/C=C/c1cccnc1
InChI InChI=1S/C10H14N2/c1-11-7-3-2-5-10-6-4-8-12-9-10/h2,4-6,8-9,11H,3,7H2,1H3/b5-2+
InChI Key JUOSGGQXEBBCJB-GORDUTHDSA-N
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
nicotinic acetylcholine receptor α4 subunit Hs Agonist Agonist ~7.6 pKi - 3
pKi ~7.6 (Ki ~2.5x10-8 M) [3]
Description: Binding affinity for the α4β2 nicotinic acetylcholine receptor.
nicotinic acetylcholine receptor α4 subunit Rn Agonist Agonist 7.6 pKi - 1
pKi 7.6 (Ki 2.6x10-8 M) [1]