General Information of the Compound
Compound ID
CP0008315
Compound Name
2,3-Dihydroxy-6-nitro-benzo[f]quinoxaline-7-sulfonic acid amide
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Synonyms
1,2,3,4-Tetrahydro-6-nitro-2,3-dioxobenzo(f)quinoxaline-8-sulfonamide
118876-58-7
2,3-Dihydroxy-6-nitro-7-sulfamoyl-benzo(f)quinoxaline
2,3-Dioxo-6-nitro-7-sulfamoylbenzo(f)quinoxaline
2,3-dihydroxy-6-nitro-7-sulfamoylbenzo(f)quinoxaline
6-Nitro-7-sulfamoylbenzo(f)quinoxaline-2,3-dione
6-Nitro-7-sulfamoylbenzo[f]quinoxaline-2,3-Dione
6-Nitro-7-sulphamoylbenzo[f]quinoxaline-2,3-dione
6-nitro-2,3-dioxo-1,4-dihydrobenzo[f]quinoxaline-7-sulfonamide
CHEBI:31073
CHEMBL222519
FG 9202
NBQX
SBB066176
nbqx
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Structure
Formula
C12H8N4O6S
Molecular Weight
336.285
Canonical SMILES
NS(=O)(=O)c1cccc2c1c(cc1[nH]c(=O)c(=O)[nH]c21)[N+]([O-])=O
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InChI
InChI=1S/C12H8N4O6S/c13-23(21,22)8-3-1-2-5-9(8)7(16(19)20)4-6-10(5)15-12(18)11(17)14-6/h1-4H,(H,14,17)(H,15,18)(H2,13,21,22)
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InChIKey
UQNAFPHGVPVTAL-UHFFFAOYSA-N
CAS
118876-58-7
Physicochemical Property
logP
-0.0748
Rotatable Bonds
2
Heavy Atom Count
23
Polar Areas
169.02
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 3272524
SID: 15397501
ChEMBL ID
CHEMBL222519
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03542, Glutamate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 6000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 1600 nM
Protein ID: PT01829, Glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 2500 nM
   TI
   LI
   LO
   TS
2
Ki = 210 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 260 nM
Protein ID: PT01407, Glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1900 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 900 nM
Protein ID: PT03593, Glutamate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1100 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 600 nM
Protein ID: PT01518, Glutamate receptor ionotropic, kainate 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 37000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 11730 nM
Protein ID: PT02754, Glutamate receptor ionotropic, kainate 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 29000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 13200 nM
Protein ID: PT04971, Glutamate receptor ionotropic, kainate 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 44000 nM
   TI
   LI
   LO
   TS
2
Ki = 18000 nM
   TI
   LI
   LO
   TS
Protein ID: PT02744, Metabotropic glutamate receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 74000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( NBQX )
Drug Name NBQX
Indication
Neurological disorder
Phase 1
Target(s)
Glutamate receptor ionotropic kainate 1 (GRIK1)
Inhibitor
Glutamate receptor ionotropic NMDA 1 (NMDAR1)
Inhibitor
Glutamate receptor ionotropic NMDA 2A (NMDAR2A)
Inhibitor
Glutamate receptor ionotropic NMDA 2B (NMDAR2B)
Inhibitor
Glutamate receptor AMPA 1 (GRIA1)
Inhibitor