Compound Detail

CHEMBL222519

NBQX

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NS(=O)(=O)c1cccc2c1c([N+](=O)[O-])cc1nc(O)c(O)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL222519
Name	NBQX
Phase	Preclinical
Structure Type	MOL
InChI Key	UQNAFPHGVPVTAL-UHFFFAOYSA-N

Targets

106

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

336.3

MW (Da)

0.75

ALogP

HBA

HBD

169.5

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C12H8N4O6S
MW	336.29
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	-1.03

Activity Summary

IC50 69 meas. best 9.3

Ki 35 meas. best 7.22

Kd 2 meas. best 5.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	9.3	6.8515	0.5	20
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	7.51	6.2127	31.0	11
Glutamate receptor ionotropic AMPA CHEMBL2096670	IC50	7.28	6.99	52.0	2
Glutamate receptor ionotropic, AMPA CHEMBL2093871	Ki	7.22	7.1389	60.0	9
Glutamate receptor ionotropic AMPA CHEMBL2096670	Ki	7.16	7.16	70.0	2
Unchecked CHEMBL612545	Ki	7.16	5.455	70.0	6
Glutamate receptor ionotropic, AMPA CHEMBL2096617	Ki	7.16	7.16	70.0	1
Rattus norvegicus CHEMBL376	IC50	6.92	6.08	120.0	6
Unchecked CHEMBL612545	IC50	6.82	5.5088	150.0	8
Glutamate receptor ionotropic, AMPA CHEMBL2096617	IC50	6.7	6.7	200.0	1
Mus musculus CHEMBL375	IC50	6.7	6.64	200.0	3
Glutamate NMDA receptor CHEMBL1907608	IC50	6.7	6.7	200.0	1
Glutamate receptor 2 CHEMBL4016	Ki	6.68	6.63	210.0	2
Glutamate receptor 4 CHEMBL3190	Ki	6.22	6.22	600.0	1
Glutamate receptor 3 CHEMBL3595	Ki	6.05	6.05	900.0	1
Glutamate receptor 4 CHEMBL3190	IC50	5.96	5.96	1100.0	1
Glutamate receptor 1 CHEMBL2009	Ki	5.8	5.8	1600.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Kd	5.75	5.75	1780.0	1
Glutamate receptor ionotropic, kainate 5 CHEMBL4041	Kd	5.75	5.75	1780.0	1
Glutamate receptor 3 CHEMBL3595	IC50	5.72	5.72	1900.0	1
Glutamate receptor 2 CHEMBL4016	IC50	5.6	5.6	2500.0	2
Glutamate receptor ionotropic kainate CHEMBL2109241	Ki	5.58	5.58	2600.0	3
Glutamate receptor ionotropic, kainate CHEMBL2094119	Ki	5.39	5.39	4100.0	2
Glutamate receptor 1 CHEMBL2009	IC50	5.22	5.22	6000.0	1
Glutamate receptor ionotropic kainate CHEMBL2109241	IC50	5.1	5.1	8000.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	Ki	4.93	4.93	11730.0	1
Neuron CHEMBL613705	IC50	4.92	4.92	11900.0	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3683	Ki	4.88	4.88	13200.0	2
Glutamate receptor ionotropic, kainate 3 CHEMBL3684	Ki	4.75	4.75	18000.0	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3683	IC50	4.54	4.54	29000.0	2
Glutamate receptor ionotropic, NMDA 2C CHEMBL401	Ki	4.48	4.48	33000.0	2
Glutamate NMDA receptor CHEMBL1907608	Ki	4.48	4.48	33000.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	IC50	4.43	4.3867	37000.0	3
Glutamate receptor ionotropic, kainate 3 CHEMBL3684	IC50	4.36	4.36	44000.0	1
Metabotropic glutamate receptor 6 CHEMBL4573	IC50	4.13	4.13	74000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, AMPA	IC50	=	0.5	nM	9.3	Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Io...	11206453
Glutamate receptor ionotropic, AMPA	IC50	=	31.0	nM	7.51	Antagonistic activity against Ionotropic glutamate receptor AMPA using kainate-e...	11133083
Glutamate receptor ionotropic, kainate	IC50	=	31.0	nM	7.51	Inhibitory activity against generation of currents by 50 uM kainate in Xenopus o...	10843235
Glutamate receptor ionotropic, AMPA	IC50	=	52.0	nM	7.28	Binding affinity was determined against ionotropic glutamate receptor AMPA in ra...	7562904
Glutamate receptor ionotropic AMPA	IC50	=	52.0	nM	7.28	Binding affinity against AMPA receptor using [3H]- AMPA radioligand	-
Glutamate receptor ionotropic, AMPA	IC50	=	52.0	nM	7.28	Binding affinity was determined against ionotropic glutamate receptor AMPA in ra...	7562904
Glutamate receptor ionotropic, AMPA	IC50	=	52.0	nM	7.28	Binding affinity in rat brain cortical membranes by the displacement of [3H]AMPA...	9357535
Glutamate receptor ionotropic, AMPA	IC50	=	52.0	nM	7.28	Inhibitory concentration required for antagonistic activity against AMPA recepto...	-
Glutamate receptor ionotropic, kainate	IC50	=	60.0	nM	7.22	Inhibitory activity against [3H]AMPA binding to rat cortical membranes	8568808
Glutamate receptor ionotropic, AMPA	Ki	=	60.0	nM	7.22	The compound was tested for its ability to inhibit [3H]AMPA binding to Ionotropi...	9207947
Glutamate receptor ionotropic, AMPA	Ki	=	60.0	nM	7.22	Binding affinity towards Ionotropic glutamate receptor AMPA was determined in ra...	8831762
Glutamate receptor ionotropic, AMPA	Ki	=	60.0	nM	7.22	Binding affinity against AMPA receptor in rat brain membrane using [3H]-AMPA as ...	8120865
Glutamate receptor ionotropic, AMPA	Ki	=	60.0	nM	7.22	Displacement binding affinity against Ionotropic glutamate receptor AMPA was det...	10866381
Glutamate receptor ionotropic, AMPA	Ki	=	65.0	nM	7.19	Binding affinity for ionotropic glutamate receptor AMPA using [3H]AMPA as radiol...	14505662
Glutamate receptor ionotropic, AMPA	Ki	=	70.0	nM	7.16	Compound was evaluated for inhibition of binding of [3H]AMPA to specific binding...	11052786
Unchecked	Ki	=	70.0	nM	7.16	Displacement of [3H]AMPA from AMPA receptor in rat cortical synaptical membrane	22704999
Glutamate receptor ionotropic, AMPA	Ki	=	70.0	nM	7.16	Binding affinity at ionotropic glutamate receptor AMPA in rat cortical membranes...	11543685
Glutamate receptor ionotropic, AMPA	Ki	=	70.0	nM	7.16	Compound was tested for binding affinity against Ionotropic glutamate receptor A...	-
Glutamate receptor ionotropic AMPA	Ki	=	70.0	nM	7.16	In vitro binding affinity against AMPA receptor by [3H]AMPA displacement.	-
Glutamate receptor ionotropic, AMPA	Ki	=	70.0	nM	7.16	Binding affinity towards ionotropic glutamate receptor (high-affinity) of rat co...	14695840

Literature References

PubMed	DOI	Target Context	# Activities
22704999	10.1016/j.ejmech.2012.05.036	Unchecked	6
20096591	10.1016/j.bmc.2009.12.072	Unchecked	5
7562904	10.1021/jm00019a003	Glutamate receptor ionotropic, AMPA	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
7562904	10.1021/jm00019a003	Glutamate receptor ionotropic, kainate	3
17348638	10.1021/jm061041u	Unchecked	3
20356304	10.1021/jm901688m	Unchecked	3
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 1	3
-	10.1016/S0960-894X(00)80101-8	Mus musculus	3
-	10.1016/S0960-894X(97)00428-9	Mus musculus	3
7562904	10.1021/jm00019a003	Rattus norvegicus	3
16610801	10.1021/jm051086f	Unchecked	3
15974569	10.1021/jm0491952	Unchecked	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
14505662	10.1016/s0960-894x(03)00740-6	Rattus norvegicus	2
11052786	10.1021/jm0009686	Mus musculus	2
14695840	10.1021/jm030906q	Rattus norvegicus	2
9357535	10.1021/jm970396y	Mus musculus	2
12238915	10.1021/jm025548q	Glutamate receptor ionotropic, kainate 2	2
8558499	10.1021/jm950740w	Glutamate receptor ionotropic, AMPA	2

Data from ChEMBL 36 via Core Engine