domoic acid   Click here for help

GtoPdb Ligand ID: 4181

Synonyms: domoate | NSC 288031
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 123.93
Molecular weight 311.14
XLogP -0
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CC1C(CNC1C(=O)O)C(=CC=CC(C(=O)O)C)C
Isomeric SMILES OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)/C(=C\C=C\[C@H](C(=O)O)C)/C
InChI InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GluK3 Rn Agonist Agonist 8.4 pKi - 2
pKi 8.4 (Ki 3.84x10-9 M) [2]
GluK2 Hs Agonist Full agonist 7.7 pKi - 1
pKi 7.7 (Ki 1.83x10-8 M) [1]
Description: Measuring displacement of [3H]Kainate binding by domoate.
GluK1 Hs Agonist Full agonist - - -
GluK4 Hs Agonist Full agonist - - -
GluK5 Hs Agonist Full agonist - - -
Targets where the ligand is described in the comment field
Target Comment
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