Compound Detail

CHEMBL276815

(S)-AMPA

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Cc1onc(O)c1C[C@H](N)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL276815
Name	(S)-AMPA
Phase	Preclinical
Structure Type	MOL
InChI Key	UUDAMDVQRQNNHZ-YFKPBYRVSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

186.2

MW (Da)

-0.36

ALogP

HBA

HBD

109.6

PSA (Å²)

0.59

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	C7H10N2O4
MW	186.17
Aromatic Rings	1
Heavy Atoms	13
NP-Likeness	0.09

Activity Summary

Ki 21 meas. best 7.93

IC50 17 meas. best 8.21

EC50 9 meas. best 5.46

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	8.21	7.5092	6.2	12
Unchecked CHEMBL612545	Ki	7.93	7.93	11.8	1
Glutamate receptor 2 CHEMBL4016	Ki	7.78	7.375	16.8	2
Glutamate receptor 2 CHEMBL3503	Ki	7.77	7.77	17.0	2
Glutamate receptor 3 CHEMBL3595	Ki	7.69	7.69	20.6	1
Glutamate receptor 3 CHEMBL3504	Ki	7.68	7.68	21.0	2
Glutamate receptor 1 CHEMBL3753	Ki	7.66	7.66	22.0	2
Glutamate receptor 1 CHEMBL2009	Ki	7.66	7.325	21.9	2
Unchecked CHEMBL612545	IC50	7.41	7.405	39.0	2
Glutamate receptor 4 CHEMBL3190	Ki	7.4	7.105	40.0	2
Glutamate receptor 4 CHEMBL3505	Ki	7.4	7.4	40.0	2
Glutamate receptor ionotropic, AMPA CHEMBL2093871	Ki	6.89	6.89	128.0	1
Rattus norvegicus CHEMBL376	IC50	6.22	6.22	600.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Ki	5.94	5.94	1150.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	Ki	5.94	5.94	1150.0	1
Glutamate receptor ionotropic, kainate 5 CHEMBL2675	Ki	5.67	5.67	2144.0	1
Glutamate NMDA receptor CHEMBL1907608	EC50	5.46	5.46	3500.0	1
Glutamate receptor ionotropic, AMPA CHEMBL2093871	EC50	5.46	5.46	3500.0	2
Rattus norvegicus CHEMBL376	EC50	5.46	5.3775	3500.0	4
Glutamate receptor ionotropic, kainate 3 CHEMBL3744	EC50	5.42	5.42	3800.0	1
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	4.62	4.33	24000.0	2
Glutamate receptor ionotropic, kainate 3 CHEMBL3744	Ki	4.37	4.37	42700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, AMPA	IC50	=	6.2	nM	8.21	Compound was evaluated for the inhibition of [3H]AMPA binding to Ionotropic glut...	-
Unchecked	Ki	=	11.8	nM	7.93	Displacement of [3H]AMPA from quisqualate receptor	8496700
Glutamate receptor ionotropic, AMPA	IC50	=	13.0	nM	7.89	Inhibition of specific binding of [3H]AMPA to Ionotropic glutamate receptor AMPA...	9379437
Glutamate receptor 2	Ki	=	16.8	nM	7.78	Binding affinity for ionotropic Glutamate receptor AMPA 2 expressed in Sf9 cells	15857151
Glutamate receptor 2	Ki	=	17.0	nM	7.77	Displacement of (RS)-[3H]AMPA from recombinant rat GluA2(R) expressed in baculov...	30943028
Glutamate receptor 2	Ki	=	17.0	nM	7.77	Displacement of [3H[AMPA from rat recombinant GluA2(R)o expressed in sS9 cells	21067182
Glutamate receptor ionotropic, AMPA	IC50	=	20.0	nM	7.7	Inhibitory activity against Ionotropic glutamate receptor AMPA using [3H]AMPA as...	8568805
Glutamate receptor ionotropic, AMPA	IC50	=	20.0	nM	7.7	The compound was evaluated for agonist to competitive inhibition of radioligand ...	8759641
Glutamate receptor ionotropic, AMPA	IC50	=	20.0	nM	7.7	Tested for the inhibitory activity of against Ionotropic glutamate receptor AMPA...	-
Glutamate receptor 3	Ki	=	20.6	nM	7.69	Binding affinity for ionotropic Glutamate receptor AMPA 3 expressed in Sf9 cells	15857151
Glutamate receptor 3	Ki	=	21.0	nM	7.68	Displacement of (RS)-[3H]AMPA from recombinant rat GluA3 expressed in baculoviru...	30943028
Glutamate receptor 3	Ki	=	21.0	nM	7.68	Displacement of [3H[AMPA from rat recombinant GluA3o expressed in sS9 cells	21067182
Glutamate receptor ionotropic, AMPA	IC50	=	21.0	nM	7.68	Displacement of [3H]AMPA from Ionotropic glutamate receptor of in rat brain syna...	15857151
Glutamate receptor 1	Ki	=	22.0	nM	7.66	Displacement of (RS)-[3H]AMPA from recombinant rat GluA1 expressed in baculoviru...	30943028
Glutamate receptor 1	Ki	=	21.9	nM	7.66	Binding affinity for ionotropic Glutamate receptor AMPA 1 expressed in Sf9 cells	15857151
Glutamate receptor 1	Ki	=	22.0	nM	7.66	Displacement of [3H[AMPA from rat recombinant GluA1o expressed in sS9 cells	21067182
Glutamate receptor ionotropic, AMPA	IC50	=	39.0	nM	7.41	Ability to displace [3H]AMPA radioligand at Ionotropic glutamate receptor AMPA i...	12672235
Unchecked	IC50	=	39.0	nM	7.41	Displacement of [3H]AMPA from AMPA receptor in rat cortical synaptosomes	19588945
Glutamate receptor ionotropic, AMPA	IC50	=	40.0	nM	7.4	Compound was evaluated for binding affinity at Ionotropic glutamate receptor AMP...	9748350
Glutamate receptor 4	Ki	=	40.0	nM	7.4	Binding affinity for ionotropic Glutamate receptor AMPA 4 expressed in Sf9 cells	15857151

Literature References

PubMed	DOI	Target Context	# Activities
9748350	10.1021/jm9803020	Mus musculus	8
10514280	10.1021/jm991081g	ADMET	6
9748350	10.1021/jm9803020	Unchecked	3
8759641	10.1021/jm9602569	Glutamate receptor ionotropic, AMPA	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
2859375	10.1021/jm50001a022	Rattus norvegicus	2
30943028	10.1021/acs.jmedchem.8b01986	Glutamate receptor 2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
9651156	10.1021/jm9801206	Glutamate receptor ionotropic, AMPA	2
10514280	10.1021/jm991081g	Mus musculus	2
21036612	10.1016/j.bmcl.2010.09.139	Unchecked	2
19588945	10.1021/jm900565c	Unchecked	2
8496700	10.1021/np50094a001	Unchecked	2
9748350	10.1021/jm9803020	Glutamate NMDA receptor	2
7523673	10.1021/jm00046a009	Glutamate NMDA receptor	2
9748350	10.1021/jm9803020	Glutamate receptor ionotropic, AMPA	1
9651156	10.1021/jm9801206	Glutamate receptor ionotropic, kainate	1
12672235	10.1021/jm0204441	Unchecked	1
12672235	10.1021/jm0204441	Glutamate receptor ionotropic, kainate	1
12672235	10.1021/jm0204441	Glutamate receptor ionotropic, AMPA	1

Data from ChEMBL 36 via Core Engine