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Compound Detail

CHEMBL492630

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N[C@@H](Cn1c(=O)[nH]c(=O)c2sccc21)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL492630
Phase Preclinical
Structure Type MOL
InChI Key XTASTURWHDUENT-BYPYZUCNSA-N
9
Targets
16
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

255.2
MW (Da)
-0.84
ALogP
6
HBA
3
HBD
118.2
PSA (Ų)
0.66
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 C9H9N3O4S
MW 255.25
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -1.15

Activity Summary

Ki 7 meas. best 8.28
EC50 6 meas. best 6.14
IC50 3 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 1
CHEMBL1918
 IC50 8.72 8.72 1.9 1
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 IC50 8.28 8.28 5.3 1
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 Ki 8.28 8.28 5.3 1
Glutamate receptor 1
CHEMBL3753
 Ki 7.3 7.3 50.0 1
Glutamate receptor 2
CHEMBL3503
 Ki 6.95 6.95 112.0 2
Glutamate receptor 1
CHEMBL2009
 IC50 6.43 6.43 374.0 1
Unchecked
CHEMBL612545
 EC50 6.14 6.14 719.0 1
Glutamate receptor 4
CHEMBL3505
 Ki 6.09 6.09 804.0 1
Glutamate receptor 3
CHEMBL3504
 Ki 6.03 6.03 936.0 1
Glutamate receptor ionotropic, kainate 3
CHEMBL3744
 Ki 5.44 5.44 3650.0 1
Glutamate receptor 1
CHEMBL2009
 EC50 5.39 5.39 4100.0 1
Glutamate receptor 1
CHEMBL3753
 EC50 5.14 5.14 7200.0 1
Glutamate receptor 2
CHEMBL3503
 EC50 4.93 4.93 11800.0 1
Glutamate receptor 4
CHEMBL3505
 EC50 4.05 4.05 90000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 1 IC50 = 1.9 nM 8.72 Antagonist activity at human iGluR5(Q)1b expressed in CHO-K1 cells by whole cell... 18811139
Glutamate receptor ionotropic, kainate 1 IC50 = 5.3 nM 8.28 Displacement of [3H]SYM2081 from rat recombinant iGluR5(Q)1b expressed in Sf9 ce... 18811139
Glutamate receptor ionotropic, kainate 1 Ki = 5.29 nM 8.28 Displacement of [3H]SYM2081 from rat GluK1 expressed in Sf9 cells 21619066
Glutamate receptor 1 Ki = 50.0 nM 7.3 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR1 express... 18811139
Glutamate receptor 2 Ki = 112.0 nM 6.95 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR2(R) expr... 18811139
Glutamate receptor 2 Ki = 112.0 nM 6.95 Displacement of [3H]AMPA from rat GluA2 expressed in Sf9 cells 21619066
Glutamate receptor 1 IC50 = 374.0 nM 6.43 Antagonist activity at human flip iGluR1 expressed in CHO-K1 cells by whole cell... 18811139
Unchecked EC50 = 719.0 nM 6.14 Agonist activity at Non-desensitized homomeric rat GluK1(Q)1b mutant expressed i... 21619066
Glutamate receptor 4 Ki = 804.0 nM 6.09 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR4 express... 18811139
Glutamate receptor 3 Ki = 936.0 nM 6.03 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR3 express... 18811139
Glutamate receptor ionotropic, kainate 3 Ki = 3650.0 nM 5.44 Displacement of [3H]SYM2081 from rat GluK3 expressed in Sf9 cells 21619066
Glutamate receptor 1 EC50 = 4100.0 nM 5.39 Agonist activity at cyclothiazide-desensitized human flip iGluR1 expressed in CH... 18811139
Glutamate receptor 1 EC50 = 7200.0 nM 5.14 Agonist activity at cyclothiazide-desensitized rat recombinant flip iGluR1 expre... 18811139
Glutamate receptor 2 EC50 = 11800.0 nM 4.93 Agonist activity at cyclothiazide-desensitized rat recombinant flip iGluR2(Q) ex... 18811139
Glutamate receptor 4 EC50 = 90000.0 nM 4.05 Agonist activity at cyclothiazide-desensitized rat recombinant flip iGluR4 expre... 18811139

Literature References

PubMed DOI Target Context # Activities
21619066 10.1021/jm2004078 Unchecked 8
18811139 10.1021/jm800865a Glutamate receptor 1 4
18811139 10.1021/jm800865a Glutamate receptor ionotropic, kainate 1 2
18811139 10.1021/jm800865a Glutamate receptor 2 2
18811139 10.1021/jm800865a Glutamate receptor 3 2
18811139 10.1021/jm800865a Glutamate receptor 4 2
18811139 10.1021/jm800865a Glutamate receptor ionotropic, kainate 2 1
21619066 10.1021/jm2004078 Glutamate receptor ionotropic, kainate 3 1
21619066 10.1021/jm2004078 Glutamate receptor ionotropic, kainate 2 1
21619066 10.1021/jm2004078 Glutamate receptor ionotropic, kainate 1 1
21619066 10.1021/jm2004078 Glutamate receptor 2 1

Data from ChEMBL 36 via Core Engine