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
1. Briggs CA, Grønlien JH, Curzon P, Timmermann DB, Ween H, Thorin-Hagene K, Kerr P, Anderson DJ, Malysz J, Dyhring T et al.. (2009)
Role of channel activation in cognitive enhancement mediated by alpha7 nicotinic acetylcholine receptors.
Br J Pharmacol, 158 (6): 1486-94. [PMID:19845675]
2. Papke RL, Bagdas D, Kulkarni AR, Gould T, AlSharari SD, Thakur GA, Damaj MI. (2015)
The analgesic-like properties of the alpha7 nAChR silent agonist NS6740 is associated with non-conducting conformations of the receptor.
Neuropharmacology, 91: 34-42. [PMID:25497451]