Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL337577

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
N[C@@H](Cn1c2c(c(=O)[nH]c1=O)CCC2)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL337577
Phase Preclinical
Structure Type MOL
InChI Key VSGUEKZRMJVQOH-LURJTMIESA-N
10
Targets
26
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

239.2
MW (Da)
-1.56
ALogP
5
HBA
3
HBD
118.2
PSA (Ų)
0.59
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H13N3O4
MW 239.23
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.51

Activity Summary

Ki 17 meas. best 7.36
EC50 9 meas. best 5.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 Ki 7.36 7.36 44.0 3
Glutamate receptor 1
CHEMBL3502
 Ki 6.96 6.96 109.0 1
Glutamate receptor 1
CHEMBL3753
 Ki 6.96 6.96 109.0 1
Glutamate receptor 2
CHEMBL3503
 Ki 6.66 6.6525 218.0 4
Glutamate receptor ionotropic, AMPA
CHEMBL2093871
 Ki 6.13 6.13 747.0 1
Glutamate receptor 4
CHEMBL3505
 Ki 5.75 5.715 1756.0 2
Glutamate receptor 3
CHEMBL3504
 Ki 5.72 5.695 1890.0 2
Glutamate receptor ionotropic, kainate 3
CHEMBL3744
 Ki 5.29 5.29 5090.0 2
Glutamate receptor ionotropic, kainate
CHEMBL2094119
 Ki 5.1 5.1 7940.0 1
Unchecked
CHEMBL612545
 EC50 5.01 5.01 9870.0 1
Glutamate receptor 2
CHEMBL3503
 EC50 4.86 4.86 13900.0 2
Glutamate receptor 1
CHEMBL3502
 EC50 4.6 4.6 24900.0 1
Glutamate receptor 1
CHEMBL3753
 EC50 4.6 4.6 24900.0 1
Glutamate receptor 4
CHEMBL3505
 EC50 4.46 4.46 34300.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 1 Ki = 44.0 nM 7.36 Displacement of [3H]SYM2081 from rat recombinant iGluR5(Q)1b expressed in Sf9 ce... 18811139
Glutamate receptor ionotropic, kainate 1 Ki = 44.0 nM 7.36 Displacement of [3H]SYM2081 from rat GluK1 expressed in Sf9 cells 21619066
Glutamate receptor ionotropic, kainate 1 Ki = 44.0 nM 7.36 Displacement of [3H]SYM2081 from recombinant homomeric rat GluK1 receptor expres... 29451794
Glutamate receptor 1 Ki = 109.0 nM 6.96 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR1 express... 18811139
Glutamate receptor 1 Ki = 109.0 nM 6.96 Binding affinity towards GluR1 receptor from rat brain 11741469
Glutamate receptor 2 Ki = 218.0 nM 6.66 Binding affinity towards Ionotropic glutamate receptor AMPA 2 from rat brain 11741469
Glutamate receptor 2 Ki = 223.0 nM 6.65 Displacement of [3H]AMPA from recombinant homomeric rat GluA2 receptor expressed... 29451794
Glutamate receptor 2 Ki = 223.0 nM 6.65 Displacement of [3H]AMPA from rat GluA2 expressed in Sf9 cells 21619066
Glutamate receptor 2 Ki = 223.0 nM 6.65 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR2(R) expr... 18811139
Glutamate receptor ionotropic, AMPA Ki = 747.0 nM 6.13 Binding affinity towards AMPA receptor in rat brain 11741469
Glutamate receptor 4 Ki = 1756.0 nM 5.75 Binding affinity towards GluR4 receptor from rat brain 11741469
Glutamate receptor 3 Ki = 1890.0 nM 5.72 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR3 express... 18811139
Glutamate receptor 4 Ki = 2090.0 nM 5.68 Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR4 express... 18811139
Glutamate receptor 3 Ki = 2137.0 nM 5.67 Binding affinity towards Ionotropic glutamate receptor AMPA 3 from rat brain 11741469
Glutamate receptor ionotropic, kainate 3 Ki = 5090.0 nM 5.29 Displacement of [3H]SYM2081 from rat GluK3 expressed in Sf9 cells 21619066
Glutamate receptor ionotropic, kainate 3 Ki = 5090.0 nM 5.29 Displacement of [3H]SYM2081 from recombinant homomeric rat GluK3 receptor expres... 29451794
Glutamate receptor ionotropic, kainate Ki = 7940.0 nM 5.1 Binding affinity towards Ionotropic glutamate receptor kainate in rat brain 11741469
Unchecked EC50 = 9870.0 nM 5.01 Agonist activity at Non-desensitized homomeric rat GluK1(Q)1b mutant expressed i... 21619066
Glutamate receptor 2 EC50 = 13900.0 nM 4.86 Agonist activity at cyclothiazide-desensitized rat recombinant flop iGluR2(Q) ex... 18811139
Glutamate receptor 2 EC50 = 13900.0 nM 4.86 The potency at recombinant rat AMPA-R was measured on receptor Ionotropic glutam... 11741469

Literature References

PubMed DOI Target Context # Activities
21619066 10.1021/jm2004078 Unchecked 8
11741469 10.1021/jm015552m Unchecked 8
18811139 10.1021/jm800865a Glutamate receptor 3 2
29451794 10.1021/acs.jmedchem.8b00099 Unchecked 2
18811139 10.1021/jm800865a Glutamate receptor 4 2
18811139 10.1021/jm800865a Glutamate receptor 2 2
18811139 10.1021/jm800865a Glutamate receptor 1 2
11741469 10.1021/jm015552m Glutamate receptor 4 2
11741469 10.1021/jm015552m Glutamate receptor 3 2
11741469 10.1021/jm015552m Glutamate receptor 2 2
11741469 10.1021/jm015552m Glutamate receptor 1 2
11741469 10.1021/jm015552m Glutamate NMDA receptor 1
18811139 10.1021/jm800865a Glutamate receptor ionotropic, kainate 1 1
18811139 10.1021/jm800865a Glutamate receptor ionotropic, kainate 2 1
11741469 10.1021/jm015552m Glutamate receptor ionotropic, kainate 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
29451794 10.1021/acs.jmedchem.8b00099 Glutamate receptor 2 1

Data from ChEMBL 36 via Core Engine