Compound Detail

CHEMBL280563

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

N[C@H](C(=O)O)[C@H]1C[C@@H]1C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL280563
Phase	Preclinical
Structure Type	MOL
InChI Key	GZOVEPYOCJWRFC-HZLVTQRSSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

159.1

MW (Da)

-0.88

ALogP

HBA

HBD

100.6

PSA (Å²)

0.50

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	C6H9NO4
MW	159.14
Aromatic Rings	0
Heavy Atoms	11
NP-Likeness	1.19

Activity Summary

EC50 16 meas. best 6.52

Ki 8 meas. best 6.36

IC50 3 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.0	6.67	100.0	2
Metabotropic glutamate receptor 2 CHEMBL5137	EC50	6.52	6.4867	300.0	3
Metabotropic glutamate receptor 2 CHEMBL2851	EC50	6.52	6.32	300.0	2
Metabotropic glutamate receptor 8 CHEMBL2718	EC50	6.4	6.4	400.0	1
Metabotropic glutamate receptor 3 CHEMBL2888	Ki	6.36	6.36	440.0	1
Metabotropic glutamate receptor 2 CHEMBL5137	Ki	6.31	6.31	490.0	1
Metabotropic glutamate receptor 3 CHEMBL2888	EC50	6.22	6.22	600.0	2
Metabotropic glutamate receptor 3 CHEMBL3067	EC50	6.22	6.22	600.0	1
Metabotropic glutamate receptor 6 CHEMBL3842	EC50	6.22	6.22	600.0	1
Rattus norvegicus CHEMBL376	IC50	6.16	6.16	700.0	1
Rattus norvegicus CHEMBL376	EC50	5.96	5.275	1100.0	2
Metabotropic glutamate receptor 5 CHEMBL3227	Ki	5.51	5.51	3100.0	1
Metabotropic glutamate receptor 8 CHEMBL3228	Ki	5.47	5.47	3400.0	1
Metabotropic glutamate receptor 4 CHEMBL2787	EC50	5.4	5.4	4000.0	1
Metabotropic glutamate receptor 6 CHEMBL4573	Ki	5.24	5.24	5800.0	1
Metabotropic glutamate receptor 5 CHEMBL2564	EC50	4.77	4.77	17000.0	1
Metabotropic glutamate receptor 1 CHEMBL4477	EC50	4.64	4.64	23000.0	1
Metabotropic glutamate receptor 7 CHEMBL3879	EC50	4.33	4.33	47000.0	1
Metabotropic glutamate receptor 1 CHEMBL3772	Ki	4.3	4.3	50000.0	1
Metabotropic glutamate receptor 4 CHEMBL2736	Ki	4.3	4.3	50000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	100.0	nM	7.0	Compound was tested for the Inhibition of forskolin-stimulated cAMP formation in...	8558509
Metabotropic glutamate receptor 2	EC50	=	300.0	nM	6.52	Agonist activity at human recombinant mGluR2 receptor assessed as inhibition of ...	38245976
Metabotropic glutamate receptor 2	EC50	=	300.0	nM	6.52	Metabotropic glutamate receptor 2 agonist activity against forskolin stimulated ...	14711315
Metabotropic glutamate receptor 2	EC50	=	300.0	nM	6.52	Agonist activity at mGlu2 (unknown origin)	38170918
Metabotropic glutamate receptor 2	EC50	=	380.0	nM	6.42	Concentration for half maximal activation of metabotropic glutamate mGluR2 in hu...	7738999
Metabotropic glutamate receptor 8	EC50	=	400.0	nM	6.4	Metabotropic glutamate receptor 8 agonist activity against forskolin stimulated ...	14711315
Metabotropic glutamate receptor 3	Ki	=	440.0	nM	6.36	Agonist potency against cloned Metabotropic glutamate receptor 3 (mGluR-3).	10893301
Unchecked	IC50	=	454.0	nM	6.34	Inhibitory concentration against ACPD-sensitive radioligand [3H]glutamate bindin...	9046344
Metabotropic glutamate receptor 2	Ki	=	490.0	nM	6.31	Agonist potency against cloned Metabotropic glutamate receptor 2 agonist	10893301
Metabotropic glutamate receptor 3	EC50	=	600.0	nM	6.22	Metabotropic glutamate receptor 3 agonist activity against forskolin stimulated ...	14711315
Metabotropic glutamate receptor 6	EC50	=	600.0	nM	6.22	Metabotropic glutamate receptor 6 agonist activity to influence forskolin stimul...	14711315
Metabotropic glutamate receptor 3	EC50	=	600.0	nM	6.22	Agonist activity at human recombinant mGluR3 receptor assessed as inhibition of ...	38245976
Metabotropic glutamate receptor 3	EC50	=	600.0	nM	6.22	Agonist activity at mGlu3 (unknown origin)	38170918
Rattus norvegicus	IC50	=	700.0	nM	6.16	Compound was tested for the inhibition of spinal reflex evoked by electrical sti...	8558509
Metabotropic glutamate receptor 2	EC50	=	750.0	nM	6.12	Concentration for half maximal activation of metabotropic glutamate mGluR2 in ra...	7738999
Rattus norvegicus	EC50	=	1100.0	nM	5.96	Compound was evaluated by measuring the ability to influence forskolin-stimulate...	9046344
Metabotropic glutamate receptor 5	Ki	=	3100.0	nM	5.51	Agonist potency against cloned metabotropic glutamate receptor 5	10893301
Metabotropic glutamate receptor 8	Ki	=	3400.0	nM	5.47	Agonist potency against cloned Metabotropic glutamate receptor 8 (mGluR-8).	10893301
Metabotropic glutamate receptor 4	EC50	=	4000.0	nM	5.4	Metabotropic glutamate receptor 4 agonist activity to influence forskolin stimul...	14711315
Metabotropic glutamate receptor 6	Ki	=	5800.0	nM	5.24	Agonist potency against cloned Metabotropic glutamate receptor 6 (mGluR-6).	10893301

Literature References

PubMed	DOI	Target Context	# Activities
8558509	10.1021/jm9502908	No relevant target	3
8558509	10.1021/jm9502908	Rattus norvegicus	2
9046344	10.1021/jm9606756	Rattus norvegicus	2
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 2	2
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 4	1
12166935	10.1021/jm0110486	Metabotropic glutamate receptor 3	1
12166935	10.1021/jm0110486	Metabotropic glutamate receptor 2	1
12166935	10.1021/jm0110486	Metabotropic glutamate receptor 1	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 8	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 7	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 6	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 5	1
9046344	10.1021/jm9606756	Unchecked	1
38170918	10.1021/acs.jmedchem.3c01811	Metabotropic glutamate receptor 3	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 2	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 1	1
10229625	10.1021/jm980571q	Metabotropic glutamate receptor 2	1
10229625	10.1021/jm980571q	Metabotropic glutamate receptor 1	1
9046344	10.1021/jm9606756	Glutamate receptor ionotropic, kainate	1
9046344	10.1021/jm9606756	Glutamate receptor ionotropic, AMPA	1

Data from ChEMBL 36 via Core Engine