L701324   Click here for help

GtoPdb Ligand ID: 4240

Synonyms: compund 13 [PMID: 8182696] [1] | L-701,324 | L-701324
Compound class: Synthetic organic
Comment: L701324 is an orally active, high affinity selective antagonist for the glycine site on the NMDA receptor [1]. The glycine binding site resides within the GluN1 subunit of the receptor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 62.32
Molecular weight 363.07
XLogP 7.09
No. Lipinski's rules broken 1
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Canonical SMILES Clc1ccc2c(c1)[nH]c(c(c2=O)c1cccc(c1)Oc1ccccc1)O
Isomeric SMILES Clc1ccc2c(c1)[nH]c(c(c2=O)c1cccc(c1)Oc1ccccc1)O
InChI InChI=1S/C21H14ClNO3/c22-14-9-10-17-18(12-14)23-21(25)19(20(17)24)13-5-4-8-16(11-13)26-15-6-2-1-3-7-15/h1-12H,(H2,23,24,25)
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GluN1 Rn Antagonist Antagonist 8.7 pIC50 - 1
pIC50 8.7 (IC50 2x10-9 M) [Binds to: glycine site] [1]
Description: Measuring inhibition of [3H]L-689,560 binding to the strychnine-insensitive glycine site on rat brain membranes.
GluN2A Hs Antagonist Antagonist - - -
[Binds to: glycine site]
GluN2B Hs Antagonist Antagonist - - -
[Binds to: glycine site]
GluN2C Hs Antagonist Antagonist - - -
[Binds to: glycine site]
GluN2D Hs Antagonist Antagonist - - -
[Binds to: glycine site]