encenicline   

GtoPdb Ligand ID: 6926

Synonyms: EVP 6124 | EVP-6124 | EVP6124
Compound class: Synthetic organic
Comment: This compound was developed as part of EnVivo Pharmaceuticals alpha-7 agonist program [3]. The compound exhibits good brain penetration and an adequate exposure time for clinical utility [3].
EnVivo changed its name to FORUM Pharmaceuticals Inc. in April 2014.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 60.58
Molecular weight 320.08
XLogP 2.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(c1cc2c(s1)c(Cl)ccc2)NC1CN2CCC1CC2
Isomeric SMILES O=C(c1cc2c(s1)c(Cl)ccc2)N[C@H]1CN2CCC1CC2
InChI InChI=1S/C16H17ClN2OS/c17-12-3-1-2-11-8-14(21-15(11)12)16(20)18-13-9-19-6-4-10(13)5-7-19/h1-3,8,10,13H,4-7,9H2,(H,18,20)/t13-/m0/s1
InChI Key SSRDSYXGYPJKRR-ZDUSSCGKSA-N
Bioactivity Comments
EVP-6124 binds with high affinity to α7 nAChRs and in rat brain membranes was approximately 300 fold more potent than the natural agonist ACh
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 α7 subunit Hs Agonist Partial agonist 8.4 pKi - 1-2
pKi 8.4 (Ki 4.3x10-9 M) [1-2]