Compound Detail

CHEMBL333463

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CN1CCc2c(c([N+](=O)[O-])cc3nc(O)c(O)nc23)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL333463
Phase	Preclinical
Structure Type	MOL
InChI Key	GFBKEXLXXAYEAN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

276.2

MW (Da)

0.94

ALogP

HBA

HBD

112.6

PSA (Å²)

0.59

QED

Ro5 Violations

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 15 meas. best 6.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	6.54	5.895	290.0	4
Glutamate receptor ionotropic AMPA CHEMBL2096670	IC50	6.54	6.09	290.0	3
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	6.42	5.9633	380.0	3
Rattus norvegicus CHEMBL376	IC50	5.75	5.1833	1800.0	3
Glutamate receptor ionotropic, NMDA 1 CHEMBL330	IC50	5.31	5.31	4900.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, AMPA	IC50	=	290.0	nM	6.54	Binding affinity was determined against ionotropic glutamate receptor AMPA in ra...	7562904
Glutamate receptor ionotropic, AMPA	IC50	=	290.0	nM	6.54	Binding affinity was determined against ionotropic glutamate receptor AMPA in ra...	7562904
Glutamate receptor ionotropic AMPA	IC50	=	290.0	nM	6.54	Displacement of [3H]AMPA from AMPA receptor (unknown origin)	34998058
Glutamate receptor ionotropic, kainate	IC50	=	380.0	nM	6.42	Binding affinity for the ionotropic glutamate receptor kainate in rat brain syna...	7562904
Glutamate receptor ionotropic, kainate	IC50	=	380.0	nM	6.42	Binding affinity for the ionotropic glutamate receptor kainate in rat brain syna...	7562904
Glutamate receptor ionotropic AMPA	IC50	=	380.0	nM	6.42	Displacement of [3H]kainate from AMPA receptor (unknown origin)	34998058
Rattus norvegicus	IC50	=	1800.0	nM	5.75	Concentration of compound that inhibits by 50% depolarizations induced by 10 uM ...	7562904
Glutamate receptor ionotropic, AMPA	IC50	=	1800.0	nM	5.75	Inhibition of Ionotropic glutamate receptor AMPA induced depolarization in rat c...	7562904
Glutamate receptor ionotropic, NMDA 1	IC50	=	4900.0	nM	5.31	Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic mem...	7562904
Glutamate receptor ionotropic, NMDA 1	IC50	=	4900.0	nM	5.31	Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic mem...	7562904
Glutamate receptor ionotropic AMPA	IC50	=	4900.0	nM	5.31	Displacement of [3H]glycine from AMPA receptor (unknown origin)	34998058
Rattus norvegicus	IC50	=	9000.0	nM	5.05	Concentration of compound that inhibits by 50% LDH released by 24 hr application...	7562904
Glutamate receptor ionotropic, kainate	IC50	=	9000.0	nM	5.05	Antagonistic activity against Ionotropic glutamate receptor kainate induced LDH ...	7562904
Rattus norvegicus	IC50	=	18000.0	nM	4.75	Concentration of compound that inhibits by 50% LDH released by 24 hr application...	7562904
Glutamate receptor ionotropic, AMPA	IC50	=	18000.0	nM	4.75	Antagonistic activity against Ionotropic glutamate receptor AMPA induced LDH rel...	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

Data from ChEMBL 36 via Core Engine