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Compound Detail

CHEMBL553028

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CC1CCC=C(C[C@H](N)C(=O)O)c2c(O)noc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL553028
Phase Preclinical
Structure Type MOL
InChI Key OGDYFTNOLZTFCD-XDKWHASVSA-N
7
Targets
20
Activities
3
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

252.3
MW (Da)
1.46
ALogP
5
HBA
3
HBD
109.6
PSA (Ų)
0.75
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H16N2O4
MW 252.27
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 1.02

Activity Summary

EC50 12 meas. best 6.18
Ki 6 meas. best 8.29
IC50 2 meas. best 5.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 Ki 8.29 8.29 5.1 1
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 EC50 6.18 6.1167 660.0 3
Glutamate receptor 3
CHEMBL3504
 Ki 5.96 5.96 1110.0 1
Glutamate receptor ionotropic, kainate 3
CHEMBL3744
 Ki 5.86 5.86 1380.0 1
Glutamate receptor 1
CHEMBL3753
 Ki 5.81 5.81 1550.0 1
Glutamate receptor 4
CHEMBL3505
 Ki 5.66 5.66 2200.0 1
Glutamate receptor 2
CHEMBL3503
 Ki 5.2 5.2 6310.0 1
Unchecked
CHEMBL612545
 IC50 5.08 5.045 8300.0 2
Glutamate receptor 4
CHEMBL3505
 EC50 4.46 4.46 35000.0 1
Glutamate receptor 3
CHEMBL3504
 EC50 4.32 4.26 48000.0 2
Glutamate receptor 1
CHEMBL3753
 EC50 4.21 4.19 62000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 1 Ki = 5.08 nM 8.29 Displacement of [3H]SYM from rat recombinant GluR5(Q) RNA-edited isoform express... 19588945
Glutamate receptor ionotropic, kainate 1 EC50 = 660.0 nM 6.18 Agonist activity at ConA-treated rat GluR5(Q) RNA-edited isoform expressed in Xe... 19588945
Glutamate receptor ionotropic, kainate 1 EC50 = 794.33 nM 6.1 Agonist activity at rat recombinant GluR5(Q) RNA-edited isoform expressed in HEK... 19588945
Glutamate receptor ionotropic, kainate 1 EC50 = 860.0 nM 6.07 Agonist activity at rat recombinant GluR5(Q) RNA-edited isoform expressed in HEK... 19588945
Glutamate receptor 3 Ki = 1110.0 nM 5.96 Displacement of [3H]AMPA from rat recombinant GluR3 flop isoform expressed in ba... 19588945
Glutamate receptor ionotropic, kainate 3 Ki = 1380.0 nM 5.86 Displacement of [3H]SYM from rat recombinant GluR7A expressed in baculovirus inf... 19588945
Glutamate receptor 1 Ki = 1550.0 nM 5.81 Displacement of [3H]AMPA from rat recombinant GluR1 flop isoform expressed in ba... 19588945
Glutamate receptor 4 Ki = 2200.0 nM 5.66 Displacement of [3H]AMPA from rat recombinant GluR4 flop isoform expressed in ba... 19588945
Glutamate receptor 2 Ki = 6310.0 nM 5.2 Displacement of [3H]AMPA from rat recombinant GluR2(R) RNA-edited flop isoform e... 19588945
Unchecked IC50 = 8300.0 nM 5.08 Displacement of [3H]KA from KA receptor in rat cortical synaptosomes 19588945
Unchecked IC50 = 9700.0 nM 5.01 Displacement of [3H]AMPA from AMPA receptor in rat cortical synaptosomes 19588945
Glutamate receptor 4 EC50 = 35000.0 nM 4.46 Agonist activity at rat recombinant GluR4 flip isomer expressed in HEK293 cells ... 19588945
Glutamate receptor 3 EC50 = 48000.0 nM 4.32 Agonist activity at rat recombinant GluR3 flip isomer expressed in HEK293 cells ... 19588945
Glutamate receptor 1 EC50 = 62000.0 nM 4.21 Agonist activity at ConA-treated rat GluR1 flip isoform expressed in Xenopus lae... 19588945
Glutamate receptor 3 EC50 = 63095.73 nM 4.2 Agonist activity at rat recombinant GluR3 flip isomer expressed in HEK293 cells ... 19588945
Glutamate receptor 1 EC50 = 63095.73 nM 4.2 Agonist activity at rat recombinant GluR1 flip isoform expressed in HEK293 cells... 19588945
Glutamate receptor 1 EC50 = 70000.0 nM 4.16 Agonist activity at rat recombinant GluR1 flip isoform expressed in HEK293 cells... 19588945

Literature References

PubMed DOI Target Context # Activities
19588945 10.1021/jm900565c Glutamate receptor 1 6
19588945 10.1021/jm900565c Glutamate receptor ionotropic, kainate 1 6
19588945 10.1021/jm900565c Glutamate receptor 2 5
19588945 10.1021/jm900565c Glutamate receptor 3 5
19588945 10.1021/jm900565c Glutamate receptor 4 5
19588945 10.1021/jm900565c Unchecked 5
19588945 10.1021/jm900565c Glutamate receptor ionotropic, kainate 2 2
19588945 10.1021/jm900565c Glutamate receptor ionotropic, kainate 3 2
19588945 10.1021/jm900565c Glutamate NMDA receptor; Grin1/Grin2a 1
19588945 10.1021/jm900565c Glutamate NMDA receptor 1

Data from ChEMBL 36 via Core Engine