Compound Detail

CHEMBL121388

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N[C@@H](Cn1cc(Cl)c(=O)[nH]c1=O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL121388
Phase	Preclinical
Structure Type	MOL
InChI Key	HEHLSRRDKJVHOM-BYPYZUCNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

233.6

MW (Da)

-1.40

ALogP

HBA

HBD

118.2

PSA (Å²)

0.59

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C7H8ClN3O4
MW	233.61
Aromatic Rings	1
Heavy Atoms	15
NP-Likeness	-0.24

Activity Summary

Ki 9 meas. best 7.43

EC50 3 meas. best 5.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor 1 CHEMBL3753	Ki	7.43	7.43	37.0	1
Glutamate receptor 2 CHEMBL3503	Ki	7.35	7.35	45.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Ki	7.33	7.33	47.0	1
Glutamate receptor 2 CHEMBL4016	Ki	7.28	7.28	53.1	1
Glutamate receptor ionotropic, kainate 5 CHEMBL2675	Ki	7.24	7.24	57.1	1
Glutamate receptor 1 CHEMBL2009	Ki	7.19	7.19	65.0	1
Glutamate receptor 4 CHEMBL3190	Ki	6.35	6.35	451.0	1
Glutamate receptor 3 CHEMBL3504	Ki	6.35	6.35	451.0	1
Glutamate receptor 4 CHEMBL3505	Ki	6.25	6.25	561.0	1
Unchecked CHEMBL612545	EC50	5.7	5.7	2000.0	2
Glutamate receptor 2 CHEMBL3503	EC50	5.68	5.68	2110.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor 1	Ki	=	37.0	nM	7.43	Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR1 express...	18811139
Glutamate receptor 2	Ki	=	45.0	nM	7.35	Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR2(R) expr...	18811139
Glutamate receptor ionotropic, kainate 1	Ki	=	47.0	nM	7.33	Displacement of [3H]SYM2081 from rat recombinant iGluR5(Q)1b expressed in Sf9 ce...	18811139
Glutamate receptor 2	Ki	=	53.1	nM	7.28	Displacement of [3H]AMPA from human Ionotropic glutamate receptor AMPA 2 express...	9357531
Glutamate receptor ionotropic, kainate 5	Ki	=	57.1	nM	7.24	Displacement of [3H]kainate from human Ionotropic glutamate receptor ionotropic ...	9357531
Glutamate receptor 1	Ki	=	65.0	nM	7.19	Displacement of [3H]AMPA from human Ionotropic glutamate receptor AMPA 1 express...	9357531
Glutamate receptor 4	Ki	=	451.0	nM	6.35	Displacement of [3H]AMPA from human Ionotropic glutamate receptor AMPA 4 express...	9357531
Glutamate receptor 3	Ki	=	451.0	nM	6.35	Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR3 express...	18811139
Glutamate receptor 4	Ki	=	561.0	nM	6.25	Displacement of (R,S)-[5-methyl-3H]AMPA from rat recombinant flop iGluR4 express...	18811139
Unchecked	EC50	=	2000.0	nM	5.7	Agonist activity at AMPA receptor in rat DRG neurons by patch clamp technique	23121096
Unchecked	EC50	=	2000.0	nM	5.7	Agonist activity at AMPA receptor in rat hippocampal neurons by patch clamp tech...	23121096
Glutamate receptor 2	EC50	=	2110.0	nM	5.68	Agonist activity at cyclothiazide-desensitized rat recombinant flip iGluR2(Q) ex...	18811139

Literature References

PubMed	DOI	Target Context	# Activities
18811139	10.1021/jm800865a	Glutamate receptor 1	2
18811139	10.1021/jm800865a	Glutamate receptor 2	2
18811139	10.1021/jm800865a	Glutamate receptor 3	2
18811139	10.1021/jm800865a	Glutamate receptor 4	2
23121096	10.1021/jm3011433	Unchecked	2
9357531	10.1021/jm9702387	Glutamate receptor 1	1
9357531	10.1021/jm9702387	Glutamate receptor 2	1
9357531	10.1021/jm9702387	Glutamate receptor 4	1
9357531	10.1021/jm9702387	Glutamate receptor ionotropic, kainate 5	1
18811139	10.1021/jm800865a	Glutamate receptor ionotropic, kainate 1	1
18811139	10.1021/jm800865a	Glutamate receptor ionotropic, kainate 2	1

Data from ChEMBL 36 via Core Engine