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Compound Detail

CHEMBL293206

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CN1CCc2c([N+](=O)[O-])cc3nc(O)c(O)nc3c2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL293206
Phase Preclinical
Structure Type MOL
InChI Key GDSGJOIKTYTOQG-UHFFFAOYSA-N
7
Targets
25
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

276.2
MW (Da)
0.94
ALogP
7
HBA
2
HBD
112.6
PSA (Ų)
0.59
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H12N4O4
MW 276.25
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.67

Activity Summary

IC50 25 meas. best 7.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, AMPA
CHEMBL2093871
 IC50 7.2 6.8429 63.0 7
Glutamate receptor ionotropic AMPA
CHEMBL2096670
 IC50 7.2 6.872 63.0 5
Unchecked
CHEMBL612545
 IC50 7.2 6.815 63.0 2
Glutamate receptor ionotropic, kainate
CHEMBL2094119
 IC50 6.44 6.175 360.0 4
Glutamate NMDA receptor
CHEMBL1907608
 IC50 6.43 6.43 370.0 2
Glutamate receptor ionotropic, NMDA 1
CHEMBL330
 IC50 6.43 6.43 370.0 2
Rattus norvegicus
CHEMBL376
 IC50 6.3 5.7667 500.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, AMPA IC50 = 63.0 nM 7.2 Binding affinity was determined against ionotropic glutamate receptor AMPA in ra... 7562904
Glutamate receptor ionotropic, AMPA IC50 = 63.0 nM 7.2 In vitro binding affinity against Ionotropic glutamate receptor AMPA binding sit... 10377233
Glutamate receptor ionotropic, AMPA IC50 = 63.0 nM 7.2 Binding affinity in rat brain cortical membranes by the displacement of [3H]AMPA... 9357535
Glutamate receptor ionotropic, AMPA IC50 = 63.0 nM 7.2 Inhibitory concentration required for antagonistic activity against AMPA recepto... -
Glutamate receptor ionotropic AMPA IC50 = 63.0 nM 7.2 Displacement of [3H]AMPA from AMPA receptor (unknown origin) 34998058
Glutamate receptor ionotropic AMPA IC50 = 63.0 nM 7.2 Antagonist activity at AMPA receptor (unknown origin) 35033884
Unchecked IC50 = 63.0 nM 7.2 Antagonist activity at GlyN receptor (unknown origin) 35033884
Glutamate receptor ionotropic, AMPA IC50 = 63.0 nM 7.2 Binding affinity was determined against ionotropic glutamate receptor AMPA in ra... 7562904
Glutamate receptor ionotropic AMPA IC50 = 80.0 nM 7.1 Binding affinity against AMPA receptor using [3H]- AMPA radioligand -
Glutamate receptor ionotropic, kainate IC50 = 360.0 nM 6.44 Displacement of [3H]kainate from rat brain cortical membrane Ionotropic glutamat... 9357535
Glutamate receptor ionotropic, kainate IC50 = 368.0 nM 6.43 Binding affinity for the ionotropic glutamate receptor kainate in rat brain syna... 7562904
Glutamate receptor ionotropic AMPA IC50 = 370.0 nM 6.43 Displacement of [3H]glycine from AMPA receptor (unknown origin) 34998058
Glutamate receptor ionotropic AMPA IC50 = 368.0 nM 6.43 Displacement of [3H]kainate from AMPA receptor (unknown origin) 34998058
Glutamate NMDA receptor IC50 = 370.0 nM 6.43 Inhibitory concentration required for antagonistic activity against NMDA recepto... -
Glutamate NMDA receptor IC50 = 370.0 nM 6.43 Displacement of [3H]DCKA at N-methyl-D-aspartate glutamate receptor 1 9357535
Unchecked IC50 = 370.0 nM 6.43 In vitro binding affinity against glycine receptor binding site using [3H]- Glyc... 10377233
Glutamate receptor ionotropic, NMDA 1 IC50 = 370.0 nM 6.43 Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic mem... 7562904
Glutamate receptor ionotropic, NMDA 1 IC50 = 370.0 nM 6.43 Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic mem... 7562904
Glutamate receptor ionotropic, kainate IC50 = 368.0 nM 6.43 Binding affinity for the ionotropic glutamate receptor kainate in rat brain syna... 7562904
Rattus norvegicus IC50 = 500.0 nM 6.3 Concentration of compound that inhibits by 50% depolarizations induced by 10 uM ... 7562904

Literature References

PubMed DOI Target Context # Activities
7562904 10.1021/jm00019a003 Glutamate receptor ionotropic, AMPA 4
7562904 10.1021/jm00019a003 Glutamate receptor ionotropic, kainate 3
7562904 10.1021/jm00019a003 Rattus norvegicus 3
34998058 10.1016/j.ejmech.2021.114085 Glutamate receptor ionotropic AMPA 3
7562904 10.1021/jm00019a003 Glutamate receptor ionotropic, NMDA 1 2
35033884 10.1016/j.bmc.2022.116614 Unchecked 1
35033884 10.1016/j.bmc.2022.116614 No relevant target 1
34998058 10.1016/j.ejmech.2021.114085 No relevant target 1
- 10.1016/S0960-894X(97)00344-2 Glutamate receptor 4 1
- 10.1016/S0960-894X(97)00344-2 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(97)00344-2 Glutamate receptor ionotropic, AMPA 1
9357535 10.1021/jm970396y Mus musculus 1
9357535 10.1021/jm970396y Glutamate receptor ionotropic, kainate 1
9357535 10.1021/jm970396y Glutamate receptor ionotropic, AMPA 1
9357535 10.1021/jm970396y Glutamate NMDA receptor 1
10377233 10.1021/jm980455n Mus musculus 1
10377233 10.1021/jm980455n No relevant target 1
10377233 10.1021/jm980455n Unchecked 1
10377233 10.1021/jm980455n Glutamate receptor ionotropic, AMPA 1
9871630 10.1016/s0960-894x(97)10186-x Glutamate receptor ionotropic, AMPA 1

Data from ChEMBL 36 via Core Engine