S18986   Click here for help

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
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Physico-chemical Properties
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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
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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
Bioactivity Comments
S18986 significantly potentiates AMPA-induced inward currents in a concentration-dependent manner, with an EC50 of 25μM in two-electrode voltage-clamp experiments using Xenopus laevis oocytes injected with rat cortex poly(A+) mRNA [1]. Allostery is indicated by the finding that potentiation is not observed when S18986 is applied in the absence of agonist. S18986 does not interact with the kainate or NMDA glutamate receptors, or with a range of receptors, ion channels or enzymes.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GluA1 Hs Allosteric modulator Positive - - -
GluA2 Hs Allosteric modulator Positive - - -
GluA3 Hs Allosteric modulator Positive - - -
GluA4 Hs Allosteric modulator Positive - - -
Targets where the ligand is described in the comment field
Target Comment