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BDBM50001266 5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID::5,7-Dichloro-4-hydroxy-quinoline-2-carboxylic acid::5,7-Dichloro-4-hydroxy-quinoline-2-carboxylic acid anion::5,7-Dichloro-4-hydroxy-quinoline-2-carboxylic acid(DCKA)::5,7-Dichloro-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid::5,7-dichlorokynurenic acid::CHEMBL50267

SMILES: OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1

InChI Key: InChIKey=BGKFPRIGXAVYNX-UHFFFAOYSA-N

Data: 4 KI  3 IC50  1 EC50

PDB links: 1 PDB ID matches this monomer.

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 8 hits for monomerid = 50001266   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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40n/an/an/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Displacement of [3H]glycine from glycine site on the NMDA receptor.


J Med Chem 35: 3319-24 (1992)


BindingDB Entry DOI: 10.7270/Q2WM1F13
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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Article
40n/an/an/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Tested for the ability to displace [3H]-glycine, by greater than 50%, from NMDA receptor of rat cortical membranes at a dose of 10 microM


Bioorg Med Chem Lett 3: 81-84 (1993)


Article DOI: 10.1016/S0960-894X(00)80096-7
BindingDB Entry DOI: 10.7270/Q2MK6CTN
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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40n/an/an/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Ability to displace strychnine-insensitive [3H]-glycine binding to rat cortical membranes.


J Med Chem 35: 3423-5 (1992)


BindingDB Entry DOI: 10.7270/Q2RR1X68
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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90n/an/an/an/an/an/an/an/a



Universita'degli Studi di Firenze

Curated by ChEMBL


Assay Description
Binding affinity towards N-methyl-D-aspartate glutamate receptor 1 (high affinity) of rat cortical synaptic membranes by using [3H]-Gly as radioligan...


J Med Chem 47: 262-72 (2003)


Article DOI: 10.1021/jm030906q
BindingDB Entry DOI: 10.7270/Q2668CM6
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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Article
PubMed
n/an/an/an/a 330n/an/an/an/a



Universita' di Firenze

Curated by ChEMBL


Assay Description
Functional antagonism at the N-methyl-D-aspartate glutamate receptor 1 was demonstrated by the ability to inhibit the binding of thechannel-blocking ...


J Med Chem 42: 2478-84 (1999)


Article DOI: 10.1021/jm981102r
BindingDB Entry DOI: 10.7270/Q20K27R0
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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Article
n/an/a 140n/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Ability of compound to compete with [3H]-glycine for the strychnine-insensitive NMDA receptor glycine binding sites on rat cortical and hippocampus


Bioorg Med Chem Lett 1: 455-460 (1991)


Article DOI: 10.1016/S0960-894X(01)81105-7
BindingDB Entry DOI: 10.7270/Q26T0MJC
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
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CHEMBL
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PubMed
n/an/a 860n/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Inhibition of [3H]-MK-801 binding to a N-methyl-D-aspartic acid(NMDA) receptor in glycine-sensitive rat cortical membranes.


J Med Chem 35: 3423-5 (1992)


BindingDB Entry DOI: 10.7270/Q2RR1X68
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Glutamate receptor ionotropic, NMDA 1


(RAT)
BDBM50001266
PNG
(5,7-DICHLORO-4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID ...)
Show SMILES OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1
Show InChI InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
PDB

UniProtKB/SwissProt

GoogleScholar
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CHEMBL
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PC cid
PC sid
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PubMed
n/an/a 90n/an/an/an/an/an/a



Università di Messina

Curated by ChEMBL


Assay Description
Inhibition of specific binding of [3H]-glycine to NMDA receptors, in rat cortical membranes at 32 uM conc.


Bioorg Med Chem Lett 13: 443-6 (2003)


BindingDB Entry DOI: 10.7270/Q2K073MV
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)