NS6740   Click here for help

GtoPdb Ligand ID: 11383

Synonyms: A-793394 | A793394 | NS-6740
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: NS6740 (A-582941) is described as a silent agonist (or metagonist) of α7 nicotinic acetylcholine receptors (CHRNA7; nAChR, a ligand-gated ion channel) [1]. This means that it binds to the receptor but has no intrinsic agonist activity (and may induce conformational change to a non-conducting state), but it does increase receptor sensitivity to positive allosteric modulators (PAMs). The α7 nAChR; is a promising drug target inflammatory diseases and neurological disorders (e.g. chronic and neuropathic) pain. NS6740 can be used to explore the most suitable mechanistic approach by which to achive clinical benefit from modulating the α7 nAChR [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 36.69
Molecular weight 364.14
XLogP 3.33
No. Lipinski's rules broken 0
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Canonical SMILES O=C(N1CCN2CCC1CC2)c1ccc(o1)c1cccc(c1)C(F)(F)F
Isomeric SMILES O=C(N1CCN2CCC1CC2)c1ccc(o1)c1cccc(c1)C(F)(F)F
InChI InChI=1S/C19H19F3N2O2/c20-19(21,22)14-3-1-2-13(12-14)16-4-5-17(26-16)18(25)24-11-10-23-8-6-15(24)7-9-23/h1-5,12,15H,6-11H2
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 Rn Agonist - 9.0 pKi - 1
pKi 9.0 (Ki 1.1x10-9 M) [1]
Description: Binding affinity to rat brain α7 nAChR, measured by displacement of the α7-selective agonist [3H]A-585539.