Compound Detail

CHEMBL275040

KAINIC ACID

🧪 Phase II

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🧪 Phase II

C=C(C)[C@H]1CN[C@H](C(=O)O)[C@H]1CC(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL275040
Name	KAINIC ACID
Phase	Phase II
Structure Type	MOL
InChI Key	VLSMHEGGTFMBBZ-OOZYFLPDSA-N

Known Names

Acide kainique Acido kainico Digenic acid Digenin Helminal Kainic acid NSC-759587

Targets

104

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

213.2

MW (Da)

0.33

ALogP

HBA

HBD

86.6

PSA (Å²)

0.59

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C10H15NO4
MW	213.23
Aromatic Rings	0
Heavy Atoms	15
NP-Likeness	2.01

Activity Summary

Ki 39 meas. best 8.43

EC50 34 meas. best 6.16

IC50 30 meas. best 8.37

Kd 1 meas. best 7.41

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, kainate 2 CHEMBL3607	Ki	8.43	8.035	3.7	4
Glutamate receptor ionotropic, kainate 3 CHEMBL3744	Ki	8.42	7.95	3.8	2
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	8.37	8.0033	4.3	12
Glutamate receptor ionotropic, kainate 4 CHEMBL3044	Ki	8.33	8.33	4.7	1
Unchecked CHEMBL612545	IC50	8.15	7.358	7.0	5
Glutamate receptor ionotropic, kainate 5 CHEMBL2675	Ki	8.1	7.3167	8.0	3
Glutamate receptor ionotropic, kainate 3 CHEMBL3684	Ki	8.0	8.0	10.0	2
Glutamate receptor ionotropic, kainate 5 CHEMBL4041	Ki	7.82	7.82	15.0	1
Rattus norvegicus CHEMBL376	IC50	7.75	7.75	17.8	1
Glutamate receptor ionotropic, AMPA CHEMBL2093871	Ki	7.53	7.53	29.7	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3683	Ki	7.5	7.4233	32.0	3
Unchecked CHEMBL612545	Ki	7.46	7.46	35.0	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3607	Kd	7.41	7.41	39.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Ki	7.15	7.13	70.8	3
Glutamate receptor ionotropic kainate CHEMBL2109241	IC50	7.11	7.11	77.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	Ki	6.75	6.75	177.0	2
Glutamate receptor 1 CHEMBL3753	Ki	6.32	6.32	477.0	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3683	EC50	6.16	6.16	700.0	2
Glutamate receptor 4 CHEMBL3190	Ki	5.77	5.77	1710.0	3
Glutamate receptor ionotropic, kainate 2 CHEMBL3607	EC50	5.75	5.75	1800.0	1
Glutamate receptor 4 CHEMBL3505	IC50	5.72	5.72	1900.0	1
Glutamate receptor 3 CHEMBL3504	Ki	5.7	5.7	1980.0	1
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	5.7	5.272	2000.0	10
Trypanosoma cruzi CHEMBL368	EC50	5.52	5.52	3000.0	1
Glutamate receptor 4 CHEMBL3505	Ki	5.45	5.45	3570.0	1
Rattus norvegicus CHEMBL376	EC50	5.43	5.015	3700.0	2
Glutamate receptor 2 CHEMBL3503	Ki	5.43	5.315	3690.0	2
Rattus norvegicus CHEMBL376	Ki	5.42	5.42	3801.9	1
Glutamate receptor 1 CHEMBL2009	Ki	5.13	5.1267	7449.0	3
Glutamate receptor 1 CHEMBL2009	EC50	5.12	4.4933	7510.0	3
Glutamate receptor 2 CHEMBL4016	EC50	4.98	4.98	10570.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	EC50	4.92	4.675	12000.0	2
Molecular identity unknown CHEMBL612546	EC50	4.92	4.92	12000.0	1
Glutamate receptor 2 CHEMBL4016	Ki	4.91	4.91	12200.0	3
ADMET CHEMBL612558	EC50	4.89	4.825	13000.0	2
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	EC50	4.79	4.79	16200.0	2
Glutamate receptor 1 CHEMBL3753	EC50	4.64	4.6167	23000.0	3
Glutamate NMDA receptor CHEMBL1907608	EC50	4.6	4.6	25000.0	1
Glutamate receptor 3 CHEMBL3595	EC50	4.58	4.58	26610.0	1
Unchecked CHEMBL612545	EC50	4.54	4.365	29060.0	2
Glutamate receptor 3 CHEMBL3504	EC50	4.51	4.4367	31000.0	3
Metabotropic glutamate receptor 5 CHEMBL3227	EC50	4.47	4.47	33600.0	1
Glutamate receptor 4 CHEMBL3505	EC50	4.33	4.33	47000.0	2
Glutamate receptor AMPA 1/2 CHEMBL3883294	EC50	4.24	4.24	57500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, kainate 2	Ki	=	3.7	nM	8.43	Inhibition of [3H]kainate binding at rat forebrain ionotropic glutamate receptor...	8809152
Glutamate receptor ionotropic, kainate 3	Ki	=	3.802	nM	8.42	Displacement of [3H]SYM2081 from rat recombinant iGluR7	18578478
Glutamate receptor ionotropic, kainate	IC50	=	4.3	nM	8.37	Compound was evaluated for the inhibition of [3H]-KA binding to Ionotropic gluta...	-
Glutamate receptor ionotropic, kainate 4	Ki	=	4.7	nM	8.33	Binding affinity to rat cloned KA1 receptor	18578478
Glutamate receptor ionotropic, kainate	IC50	=	5.4	nM	8.27	Inhibition of specific binding of [3H]kainate to Ionotropic glutamate receptor k...	9379437
Glutamate receptor ionotropic, kainate	IC50	=	7.0	nM	8.15	Ability to inhibit the binding of [3H]-kainic acid radioligand to Ionotropic glu...	9651156
Glutamate receptor ionotropic, kainate	IC50	=	7.0	nM	8.15	Binding affinity against Ionotropic glutamate receptor kainate using [3H]KAIN as...	10514280
Unchecked	IC50	=	7.0	nM	8.15	Displacement of [3H]KA from KA receptor in Sprague-Dawley rat brain membranes	20408529
Unchecked	IC50	=	7.0	nM	8.15	Displacement of [3H]KA from KA receptor in rat brain synaptic cortical membranes...	30943028
Glutamate receptor ionotropic, kainate	IC50	=	7.0	nM	8.15	Compound was evaluated for binding affinity at Ionotropic glutamate receptor kai...	9748350
Glutamate receptor ionotropic, kainate 5	Ki	=	8.0	nM	8.1	Ability to bind to Ionotropic glutamate receptor kainate (kainate 2) was evaluat...	10821708
Glutamate receptor ionotropic, kainate	IC50	=	10.0	nM	8.0	Binding affinity against Ionotropic glutamate receptor kainate by displacing [3H...	2985786
Glutamate receptor ionotropic, kainate 3	Ki	=	10.0	nM	8.0	Binding affinity of compound was determined against Ionotropic glutamate recepto...	10969973
Glutamate receptor ionotropic, kainate 3	Ki	=	10.0	nM	8.0	Ability to bind to Ionotropic glutamate receptor ionotropic kainate 3 was evalua...	10821708
Glutamate receptor ionotropic, kainate	IC50	=	11.0	nM	7.96	Ability to inhibit [3H]-KA binding to Ionotropic glutamate receptor kainate from...	7629789
Unchecked	IC50	=	12.0	nM	7.92	Displacement of [3H]-Kainic acid from KA in rat synaptic membrane	39133077
Glutamate receptor ionotropic, kainate 2	Ki	=	12.3	nM	7.91	Displacement of [3H]SYM2081 from rat recombinant iGluR6	18578478
Glutamate receptor ionotropic, kainate 2	Ki	=	12.7	nM	7.9	Displacement of [3H]kainic acid from rat recombinant iGluR6(V,C,R) receptor expr...	18811139
Glutamate receptor ionotropic, kainate 2	Ki	=	12.7	nM	7.9	Displacement of [3H]SYM2081 from rat recombinant iGluR6	18578478
Glutamate receptor ionotropic, kainate	IC50	=	13.0	nM	7.89	Compound tested for binding affinity towards Ionotropic glutamate receptor kaina...	6325690

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	Fibroblast	320
-	10.6019/CHEMBL5724801	HEK-293T	320
-	10.6019/CHEMBL5724801	U2OS	320
-	10.6019/CHEMBL5303304	Fibroblast	9
9748350	10.1021/jm9803020	Mus musculus	8
21619066	10.1021/jm2004078	Unchecked	6
17410128	10.1038/nature05704	Hippocampus	5
10969973	10.1016/s0960-894x(00)00346-2	Glutamate receptor ionotropic, kainate 1	5
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 1	5
-	10.6019/CHEMBL5303304	HEK-293T	5
8809152	10.1021/jm960155a	Glutamate receptor ionotropic, kainate 2	5
-	10.6019/CHEMBL5303304	U2OS	4
31117523	10.1021/acs.jnatprod.9b00128	ADMET	4
17410128	10.1038/nature05704	Neuron	4
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 3	3
8558509	10.1021/jm9502908	No relevant target	3
10821708	10.1021/jm9911682	Glutamate receptor ionotropic, kainate 1	3
10821708	10.1021/jm9911682	Glutamate receptor ionotropic, kainate 2	3
10514280	10.1021/jm991081g	ADMET	3
17410128	10.1038/nature05704	Unchecked	3

Data from ChEMBL 36 via Core Engine