SYM2081   

GtoPdb Ligand ID: 4317

Synonyms: (2S,4R)-Me-Glu [2] | compound 52 [PMID: 10821708] | SYM 2081 | SYM-2081
Compound class: Synthetic organic
Comment: SYM2081 is a potent agonist of the kainate receptors GluK1 and GluK2 (formerly GluR5 and GluR6) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 106.28
Molecular weight 159.05
XLogP -4.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES [O-]C(=O)C(CC(C(=O)[O-])N)C
Isomeric SMILES [O-]C(=O)[C@@H](C[C@@H](C(=O)[O-])N)C
InChI InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/p-2/t3-,4+/m1/s1
InChI Key KRKRAOXTGDJWNI-DMTCNVIQSA-L
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GluK1 Rn Agonist Agonist 9.2 pKi - 2
pKi 9.2 (Ki 6.63x10-10 M) [2]
GluK1 Hs Agonist Full agonist 8.5 pKi - 1
pKi 8.5 (Ki 3x10-9 M) [1]
GluK3 Rn Agonist Full agonist 8.2 pKi - 2
pKi 8.2 (Ki 5.69x10-9 M) [2]
GluK2 Hs Agonist Agonist 8.0 pKi - 1
pKi 8.0 (Ki 1x10-8 M) [1]
GluK2 Rn Agonist Agonist 7.8 – 8.0 pKi - 2,4
pKi 7.8 – 8.0 (Ki 1.7x10-8 – 9.8x10-9 M) [2,4]
Description: Measuring displacement of [3H]kainate binding to recombinant rGluR6 receptors.
GluK2 Rn Agonist Full agonist 7.7 pIC50 - 4
pIC50 7.7 (IC50 1.9x10-8 M) [4]
GluK4 Hs Agonist Full agonist - - -
GluK5 Hs Agonist Full agonist - - -
Selectivity at transporters
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Excitatory amino acid transporter 2 Hs Inhibitor Inhibition 5.5 pKB - 3
pKB 5.5 (KB 3.4x10-6 M) [3]
Ligand mentioned in the following text fields