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Compound Detail

CHEMBL1232313

DOMOIC ACID
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C/C(=C/C=C/[C@@H](C)C(=O)O)[C@H]1CN[C@H](C(=O)O)[C@H]1CC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1232313
Name DOMOIC ACID
Phase Preclinical
Structure Type MOL
InChI Key VZFRNCSOCOPNDB-AOKDLOFSSA-N
6
Targets
8
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

311.3
MW (Da)
0.97
ALogP
4
HBA
4
HBD
123.9
PSA (Ų)
0.52
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H21NO6
MW 311.33
Aromatic Rings 0
Heavy Atoms 22
NP-Likeness 2.15

Activity Summary

IC50 4 meas. best 8.4
Ki 3 meas. best 8.96
EC50 1 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 1
CHEMBL1918
 Ki 8.96 8.96 1.1 1
Unchecked
CHEMBL612545
 IC50 8.4 8.11 4.0 2
Glutamate receptor ionotropic, kainate 3
CHEMBL3684
 Ki 8.31 8.31 4.8 1
Glutamate receptor ionotropic, kainate 2
CHEMBL3683
 Ki 8.22 8.22 6.0 1
Hippocampus
CHEMBL613631
 EC50 6.64 6.64 228.0 1
Glutamate receptor 4
CHEMBL3505
 IC50 6.33 5.69 470.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 1 Ki = 1.11 nM 8.96 Displacement of [3H](2S, 4R)-4-MeGlu (SYM-2081) from GluK1 (unknown origin) 39133077
Unchecked IC50 = 4.0 nM 8.4 Displacement of [3H]-Kainic acid from KA in rat synaptic membrane 39133077
Glutamate receptor ionotropic, kainate 3 Ki = 4.84 nM 8.31 Displacement of [3H](2S, 4R)-4-MeGlu (SYM-2081) from GluK3 (unknown origin) 39133077
Glutamate receptor ionotropic, kainate 2 Ki = 6.04 nM 8.22 Displacement of [3H](2S, 4R)-4-MeGlu (SYM-2081) from GluK2 (unknown origin) 39133077
Unchecked IC50 = 15.0 nM 7.82 Binding affinity to KA receptor in rat synaptosomes 39133077
Hippocampus EC50 = 228.0 nM 6.64 Reduction in CA1 spike amplitude in Wistar rat hippocampal slices after 20 mins ... 39133077
Glutamate receptor 4 IC50 = 470.0 nM 6.33 Displacement of [3H]-AMPA from AMPA in rat synaptic membrane 39133077
Glutamate receptor 4 IC50 = 9000.0 nM 5.05 Binding affinity to AMPA receptor in rat synaptosomes 39133077

Literature References

PubMed DOI Target Context # Activities
39133077 10.1021/acs.jmedchem.4c01311 Glutamate receptor 4 2
39133077 10.1021/acs.jmedchem.4c01311 Unchecked 2
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
39133077 10.1021/acs.jmedchem.4c01311 Glutamate receptor ionotropic, kainate 1 1
39133077 10.1021/acs.jmedchem.4c01311 Glutamate receptor ionotropic, kainate 2 1
39133077 10.1021/acs.jmedchem.4c01311 Glutamate receptor ionotropic, kainate 3 1
39133077 10.1021/acs.jmedchem.4c01311 Hippocampus 1

Data from ChEMBL 36 via Core Engine