Compound Detail

CHEMBL279956

QUISQUALATE

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N[C@@H](Cn1oc(=O)[nH]c1=O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL279956
Name	QUISQUALATE
Phase	Preclinical
Structure Type	MOL
InChI Key	ASNFTDCKZKHJSW-REOHCLBHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

189.1

MW (Da)

-2.46

ALogP

HBA

HBD

131.3

PSA (Å²)

0.48

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	C5H7N3O5
MW	189.13
Aromatic Rings	1
Heavy Atoms	13
NP-Likeness	0.36

Activity Summary

EC50 23 meas. best 7.57

IC50 17 meas. best 7.6

Ki 14 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Metabotropic glutamate receptor 1 CHEMBL4477	Ki	8.0	8.0	10.0	1
Unchecked CHEMBL612545	IC50	7.6	6.0257	25.0	7
Metabotropic glutamate receptor 5 CHEMBL2564	EC50	7.57	6.976	27.0	5
Metabotropic glutamate receptor 5 CHEMBL3227	Ki	7.26	7.26	55.0	1
Metabotropic glutamate receptor 1 CHEMBL4477	EC50	7.22	6.2414	60.3	7
Glutamate receptor ionotropic, AMPA CHEMBL2096617	IC50	7.1	7.1	80.0	1
Rattus norvegicus CHEMBL376	EC50	7.0	6.2133	100.0	3
Glutamate receptor ionotropic, kainate 2 CHEMBL3607	Ki	6.88	6.875	131.8	2
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	6.82	6.82	150.0	1
Metabotropic glutamate receptor 5 CHEMBL3227	EC50	6.82	6.51	150.0	2
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Ki	6.77	6.77	169.8	2
Metabotropic glutamate receptor 1 CHEMBL3772	EC50	6.7	6.7	200.0	1
Unchecked CHEMBL612545	EC50	6.05	5.025	900.0	2
Metabotropic glutamate receptor 1 CHEMBL3772	Ki	5.96	5.96	1100.0	1
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	5.89	5.525	1300.0	2
Glutamate receptor ionotropic, kainate 3 CHEMBL3744	Ki	5.86	5.82	1380.4	2
Rattus norvegicus CHEMBL376	IC50	5.54	5.1167	2900.0	3
Cystine/glutamate transporter CHEMBL1075149	IC50	5.3	5.3	5000.0	1
Glutamate carboxypeptidase 2 CHEMBL1892	IC50	5.02	5.02	9500.0	1
Metabotropic glutamate receptor 3 CHEMBL3067	EC50	4.4	4.4	40000.0	1
Metabotropic glutamate receptor 3 CHEMBL2888	Ki	4.4	4.4	40000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Metabotropic glutamate receptor 1	Ki	=	10.0	nM	8.0	Inhibition of binding to rat mGluR1a (metabotropic glutamate receptor) expressed...	12109902
Unchecked	IC50	=	25.0	nM	7.6	In vitro binding affinity against Metabotropic glutamate receptor using [3H](S)-...	9526567
Metabotropic glutamate receptor 5	EC50	=	27.0	nM	7.57	Agonist activity at rat mGlu5 transfected in HEK293 cells by IP-one HTRF assay	38170918
Unchecked	IC50	=	40.0	nM	7.4	sensitization of CA1 pyramidal neurons to depolarizations by L-AP6 after exposur...	7966155
Metabotropic glutamate receptor 5	EC50	=	40.74	nM	7.39	Agonist activity at rat mGlu5 transfected in HEK293 cells by IP-one HTRF assay	38170918
Metabotropic glutamate receptor 5	Ki	=	55.0	nM	7.26	Agonist potency against cloned metabotropic glutamate receptor 5	10893301
Metabotropic glutamate receptor 1	EC50	=	60.26	nM	7.22	Agonist activity at rat mGlu1 transfected in HEK293 cells by IP-one HTRF assay	38170918
Metabotropic glutamate receptor 1	EC50	=	79.0	nM	7.1	Agonist activity at rat mGlu1 transfected in HEK293 cells by IP-one HTRF assay	38170918
Glutamate receptor ionotropic, AMPA	IC50	=	80.0	nM	7.1	Compound was tested for in vitro binding affinity against Ionotropic glutamate r...	9526567
Rattus norvegicus	EC50	=	100.0	nM	7.0	Effective concentration by measuring IP1 accumulation using rat fore brain synap...	9871639
Glutamate receptor ionotropic, kainate 2	Ki	=	131.83	nM	6.88	Displacement of [3H]SYM2081 from rat recombinant iGluR6	18578478
Glutamate receptor ionotropic, kainate 2	Ki	=	134.0	nM	6.87	Displacement of [3H]SYM2081 from rat recombinant iGluR6	18578478
Glutamate receptor ionotropic, kainate	IC50	=	150.0	nM	6.82	Compound was tested or its affinity against ionotropic glutamate receptor ionotr...	1361582
Metabotropic glutamate receptor 5	EC50	=	150.0	nM	6.82	Concentration for half maximal activation of metabotropic glutamate mGluR5a in h...	7738999
Glutamate receptor ionotropic, kainate 1	Ki	=	171.0	nM	6.77	Displacement of [3H]SYM2081 from rat recombinant iGluR5	18578478
Glutamate receptor ionotropic, kainate 1	Ki	=	169.82	nM	6.77	Displacement of [3H]SYM2081 from rat recombinant iGluR5	18578478
Metabotropic glutamate receptor 1	EC50	=	200.0	nM	6.7	Concentration for half maximal activation of metabotropic glutamate mGluR1a in r...	7738999
Metabotropic glutamate receptor 5	EC50	=	200.0	nM	6.7	Concentration for half maximal activation of metabotropic glutamate mGluR5a in r...	7738999
Metabotropic glutamate receptor 5	EC50	=	200.0	nM	6.7	Concentration for half maximal activation of metabotropic glutamate mGluR5b in r...	7738999
Metabotropic glutamate receptor 1	EC50	=	200.0	nM	6.7	Effective concentration for half maximal stimulation of PI hydrolysis (mGluR1a)	8831765

Literature References

PubMed	DOI	Target Context	# Activities
7966155	10.1021/jm00049a013	Unchecked	6
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 1	5
9871639	10.1016/s0960-894x(97)10208-6	Rattus norvegicus	4
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 5	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
10229632	10.1021/jm9806897	Rattus norvegicus	3
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 4	3
1469691	10.1021/jm00102a014	Rattus norvegicus	3
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 2	3
38170918	10.1021/acs.jmedchem.3c01811	Metabotropic glutamate receptor 1	3
38170918	10.1021/acs.jmedchem.3c01811	Metabotropic glutamate receptor 5	3
18578478	10.1021/jm800092x	Glutamate receptor ionotropic, kainate 3	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
12109902	10.1021/jm010323l	Metabotropic glutamate receptor 2	2
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 7	2
12109902	10.1021/jm010323l	Metabotropic glutamate receptor 1	2
18578478	10.1021/jm800092x	Glutamate receptor ionotropic, kainate 1	2
12109902	10.1021/jm010323l	Metabotropic glutamate receptor 4	2
10425091	10.1021/jm990182b	Unchecked	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2

Data from ChEMBL 36 via Core Engine