S18986   

GtoPdb Ligand ID: 4304

Synonyms: S 18986 | S-18986
Compound class: Synthetic organic
Comment: S18968 is a positive allosteric modulator of AMPA-type glutamate receptors (an AMPA potentiator), with potential cognition-enhancing properties [1-2]. S18986 corresponds to the S enantiomer.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 57.79
Molecular weight 224.06
XLogP 1.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=S1(=O)NC2CCCN2c2c1cccc2
Isomeric SMILES O=S1(=O)N[C@H]2CCCN2c2c1cccc2
InChI InChI=1S/C10H12N2O2S/c13-15(14)9-5-2-1-4-8(9)12-7-3-6-10(12)11-15/h1-2,4-5,10-11H,3,6-7H2/t10-/m1/s1
InChI Key MNTIJYGEITVWHU-SNVBAGLBSA-N
References
1. Bernard K, Danober L, Thomas JY, Lebrun C, Muñoz C, Cordi A, Desos P, Lestage P, Morain P. (2010)
DRUG FOCUS: S 18986: A positive allosteric modulator of AMPA-type glutamate receptors pharmacological profile of a novel cognitive enhancer.
CNS Neurosci Ther, 16 (5): e193-212. [PMID:21050420]
2. Lockhart B, Iop F, Closier M, Lestage P. (2000)
(S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide: (S18986-1) a positive modulator of AMPA receptors enhances (S)-AMPA-mediated [3H]noradrenaline release from rat hippocampal and frontal cortex slices.
Eur. J. Pharmacol., 401 (2): 145-53. [PMID:10924919]