epibatidine   Click here for help

GtoPdb Ligand ID: 5348

Synonyms: (+)-epibatidine | CMI 488
Comment: Epibatidine is a nAChR agonist isolated from the skin of the frog Epipedobates tricolor. This compound is extremely toxic, so less harmful derivatives have been developed.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 24.92
Molecular weight 208.08
XLogP 1.75
No. Lipinski's rules broken 0
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Canonical SMILES Clc1ccc(cn1)C1CC2NC1CC2
Isomeric SMILES Clc1ccc(cn1)[C@@H]1C[C@@H]2N[C@H]1CC2
InChI InChI=1S/C11H13ClN2/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8/h1,4,6,8-10,14H,2-3,5H2/t8-,9+,10+/m1/s1
Bioactivity Comments
An affinity value of 50pM is reported in Brown-Proctor et al. (2000) but no details of receptor subtype or species tested are provided [1]
Ligand mentioned in the following text fields