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Compound Detail

CHEMBL279561

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

Basic Information

ChEMBL ID CHEMBL279561
Name DIHYDROKAINATE
Phase Preclinical
Structure Type MOL
InChI Key JQPDCKOQOOQUSC-OOZYFLPDSA-N
7
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

215.2
MW (Da)
0.41
ALogP
3
HBA
3
HBD
86.6
PSA (Ų)
0.63
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H17NO4
MW 215.25
Aromatic Rings 0
Heavy Atoms 15
NP-Likeness 1.48

Activity Summary

Ki 14 meas. best 6.44
IC50 6 meas. best 6.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 3
CHEMBL3744
 Ki 6.44 6.43 363.1 4
Rattus norvegicus
CHEMBL376
 IC50 6.19 6.19 645.6 1
Unchecked
CHEMBL612545
 IC50 5.22 5.22 6000.0 1
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 Ki 5.09 5.09 8128.3 4
Glutamate receptor ionotropic, kainate 2
CHEMBL3607
 Ki 4.92 4.915 12022.6 4
Glutamate receptor ionotropic, kainate
CHEMBL2094119
 Ki 4.8 4.8 16000.0 1
Rattus norvegicus
CHEMBL376
 Ki 4.52 4.52 30000.0 1
Excitatory amino acid transporter 2
CHEMBL4973
 IC50 4.1 4.075 79432.8 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 3 Ki = 363.08 nM 6.44 Displacement of [3H]SYM2081 from rat recombinant iGluR7 18578478
Glutamate receptor ionotropic, kainate 3 Ki = 363.08 nM 6.44 Displacement of [3H]SYM2081 from rat cloned iGluR7 18578477
Glutamate receptor ionotropic, kainate 3 Ki = 376.0 nM 6.42 Displacement of [3H]SYM2081 from rat recombinant iGluR7 18578478
Glutamate receptor ionotropic, kainate 3 Ki = 376.0 nM 6.42 Displacement of [3H]SYM2081 from rat cloned iGluR7 18578477
Rattus norvegicus IC50 = 645.6 nM 6.19 Concentration that produces 50% displacement of [3H]-kainic acid from nerve cell... 6317861
Unchecked IC50 = 6000.0 nM 5.22 Displacement of CGP-39653 from KA receptor in rat synaptosomes 18578477
Glutamate receptor ionotropic, kainate 1 Ki = 8128.31 nM 5.09 Displacement of [3H]SYM2081 from rat recombinant iGluR5 18578478
Glutamate receptor ionotropic, kainate 1 Ki = 8128.31 nM 5.09 Displacement of [3H]SYM2081 from rat cloned iGluR5 18578477
Glutamate receptor ionotropic, kainate 1 Ki = 8180.0 nM 5.09 Displacement of [3H]SYM2081 from rat cloned iGluR5 18578477
Glutamate receptor ionotropic, kainate 1 Ki = 8180.0 nM 5.09 Displacement of [3H]SYM2081 from rat recombinant iGluR5 18578478
Glutamate receptor ionotropic, kainate 2 Ki = 12022.64 nM 4.92 Displacement of [3H]SYM2081 from rat recombinant iGluR6 18578478
Glutamate receptor ionotropic, kainate 2 Ki = 12022.64 nM 4.92 Displacement of [3H]SYM2081 from rat cloned iGluR6 18578477
Glutamate receptor ionotropic, kainate 2 Ki = 12300.0 nM 4.91 Displacement of [3H]SYM2081 from rat recombinant iGluR6 18578478
Glutamate receptor ionotropic, kainate 2 Ki = 12300.0 nM 4.91 Displacement of [3H]SYM2081 from rat cloned iGluR6 18578477
Glutamate receptor ionotropic, kainate Ki = 16000.0 nM 4.8 Compound was tested for the inhibition of [3H]kainate radioligand binding to Ion... -
Rattus norvegicus Ki = 30000.0 nM 4.52 Compound was tested for the inhibition of [3H]D-aspartate radioligand uptake int... -
Excitatory amino acid transporter 2 IC50 = 79432.82 nM 4.1 Inhibition of glutamate-induced depolarization in human EAAT2 expressed in HEK29... 18578477
Excitatory amino acid transporter 2 IC50 = 89000.0 nM 4.05 Inhibition of glutamate-induced depolarization in human EAAT2 expressed in HEK29... 18578477

Literature References

PubMed DOI Target Context # Activities
21619066 10.1021/jm2004078 Unchecked 6
18578478 10.1021/jm800092x Glutamate receptor ionotropic, kainate 3 2
18578477 10.1021/jm800091e Glutamate receptor ionotropic, kainate 3 2
18578477 10.1021/jm800091e Glutamate receptor ionotropic, kainate 2 2
18578477 10.1021/jm800091e Glutamate receptor ionotropic, kainate 1 2
18578477 10.1021/jm800091e Unchecked 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 3 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 2 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 1 2
18578478 10.1021/jm800092x Glutamate receptor ionotropic, kainate 2 2
18578478 10.1021/jm800092x Glutamate receptor ionotropic, kainate 1 2
- 10.1016/S0960-894X(00)80103-1 Excitatory amino acid transporter 2 2
1671706 10.1021/jm00106a037 Rattus norvegicus 1
- 10.1016/S0960-894X(96)00284-3 Rattus norvegicus 1
- 10.1016/S0960-894X(96)00284-3 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(96)00284-3 Glutamate receptor ionotropic, AMPA 1
18578477 10.1021/jm800091e Glutamate NMDA receptor 1
- 10.1016/S0960-894X(96)00284-3 Glutamate receptor ionotropic, kainate 1
12372536 10.1016/s0960-894x(02)00520-6 Rattus norvegicus 1
6317861 10.1021/jm00367a010 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine