Compound Detail

CHEMBL34453

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N[C@@]1(C(=O)O)CC[C@@H](C(=O)O)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL34453
Phase	Preclinical
Structure Type	MOL
InChI Key	YFYNOWXBIBKGHB-FBCQKBJTSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

173.2

MW (Da)

-0.35

ALogP

HBA

HBD

100.6

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C7H11NO4
MW	173.17
Aromatic Rings	0
Heavy Atoms	12
NP-Likeness	0.92

Activity Summary

EC50 42 meas. best 5.7

Ki 7 meas. best 5.3

IC50 1 meas. best 4.99

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Metabotropic glutamate receptor 2 CHEMBL5137	EC50	5.7	5.0725	2000.0	4
Metabotropic glutamate receptor 2 CHEMBL2851	EC50	5.7	5.418	2000.0	5
Metabotropic glutamate receptor 2 CHEMBL5137	Ki	5.3	5.3	5000.0	1
Metabotropic glutamate receptor 3 CHEMBL3067	EC50	5.1	5.1	8000.0	1
Rattus norvegicus CHEMBL376	EC50	5.09	4.71	8170.0	4
Unchecked CHEMBL612545	EC50	5.03	4.675	9300.0	4
Metabotropic glutamate receptor 1 CHEMBL3772	EC50	5.03	4.8367	9300.0	3
Unchecked CHEMBL612545	IC50	4.99	4.99	10300.0	1
Metabotropic glutamate receptor 5 CHEMBL3227	Ki	4.82	4.82	15000.0	1
Metabotropic glutamate receptor 1 CHEMBL4477	EC50	4.82	4.54	15000.0	4
Metabotropic glutamate receptor 5 CHEMBL2564	EC50	4.82	4.5867	15000.0	3
Metabotropic glutamate receptor 5 CHEMBL3227	EC50	4.64	4.64	23000.0	1
Metabotropic glutamate receptor 3 CHEMBL2888	EC50	4.52	4.52	30000.0	1
Metabotropic glutamate receptor 4 CHEMBL2787	EC50	4.41	4.41	39000.0	1
Metabotropic glutamate receptor 4 CHEMBL2736	EC50	4.41	4.41	39000.0	1
Metabotropic glutamate receptor 1 CHEMBL3772	Ki	4.38	4.38	42000.0	1
Metabotropic glutamate receptor 8 CHEMBL3228	Ki	4.35	4.35	45000.0	1
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1 CHEMBL4034	EC50	4.3	4.3	50000.0	1
Metabotropic glutamate receptor 6 CHEMBL3842	EC50	4.22	4.22	60000.0	1
Metabotropic glutamate receptor 6 CHEMBL4573	Ki	4.22	4.22	60000.0	1
Metabotropic glutamate receptor 6 CHEMBL4573	EC50	4.09	4.09	82000.0	1
Metabotropic glutamate receptor 4 CHEMBL2736	Ki	4.01	4.01	98000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Metabotropic glutamate receptor 2	EC50	=	2000.0	nM	5.7	Compound was tested for the inhibition of metabotropic glutamate receptor 2 (mGl...	9572889
Metabotropic glutamate receptor 2	EC50	=	2000.0	nM	5.7	Activity tested at cloned rat mGluR2 receptor expressed in Chinese Hamster Ovary...	12825948
Metabotropic glutamate receptor 2	EC50	=	2100.0	nM	5.68	Agonistic activity evaluated in CHO(Chinese hamster ovary) cells expressing mGlu...	10397508
Metabotropic glutamate receptor 2	Ki	=	5000.0	nM	5.3	Agonist potency against cloned Metabotropic glutamate receptor 2 (mGluR-2).	10893301
Metabotropic glutamate receptor 2	EC50	=	5000.0	nM	5.3	Concentration for half maximal activation of metabotropic glutamate mGluR2 in ra...	7738999
Metabotropic glutamate receptor 2	EC50	=	5000.0	nM	5.3	Tested for the agonistic activity against Metabotropic glutamate receptor 2	-
Metabotropic glutamate receptor 2	EC50	=	7700.0	nM	5.11	Concentration for half maximal activation of metabotropic glutamate mGluR2 in ra...	7738999
Metabotropic glutamate receptor 3	EC50	=	8000.0	nM	5.1	Concentration for half maximal activation of metabotropic glutamate mGluR3 in ra...	7738999
Rattus norvegicus	EC50	=	8170.0	nM	5.09	Inhibition of forskolin-stim cAMP formation in cross-chopped slices of the adult...	8709133
Unchecked	EC50	=	9300.0	nM	5.03	The effective concentration for 50% glutamate response was measured on Group I M...	10425091
Metabotropic glutamate receptor 1	EC50	=	9300.0	nM	5.03	Agonist activity against Metabotropic glutamate receptor 1 expressed in HEK 293 ...	9301676
Unchecked	IC50	=	10300.0	nM	4.99	In vitro ability to displace [3H]glutamate binding to metabotropic glutamate rec...	8709133
Metabotropic glutamate receptor 2	EC50	=	12000.0	nM	4.92	Agonist activity at human recombinant mGluR2 receptor assessed as inhibition of ...	38245976
Metabotropic glutamate receptor 2	EC50	=	12100.0	nM	4.92	Concentration for half maximal activation of metabotropic glutamate mGluR2 in hu...	7738999
Metabotropic glutamate receptor 5	EC50	=	15000.0	nM	4.82	Tested for the agonistic activity against Metabotropic glutamate receptor 5	-
Metabotropic glutamate receptor 5	Ki	=	15000.0	nM	4.82	Agonist potency against cloned metabotropic glutamate receptor 5	10893301
Metabotropic glutamate receptor 1	EC50	=	15000.0	nM	4.82	Activity tested at cloned rat Metabotropic glutamate receptor 1 expressed in Chi...	12825948
Metabotropic glutamate receptor 1	EC50	=	15000.0	nM	4.82	Compound was tested for the inhibition of Metabotropic glutamate receptor 1	9572889
Rattus norvegicus	EC50	=	17000.0	nM	4.77	Effective concentration by measuring IP1 accumulation using rat fore brain synap...	9871639
Unchecked	EC50	=	18000.0	nM	4.75	The effective concentration for 50% glutamate response was measured on Group II ...	10425091

Literature References

PubMed	DOI	Target Context	# Activities
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 1	6
9871639	10.1016/s0960-894x(97)10208-6	Rattus norvegicus	4
8709133	10.1021/jm9601765	Rattus norvegicus	3
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 2	3
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 4	3
10425091	10.1021/jm990182b	Unchecked	2
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 7	2
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 6	1
12825948	10.1021/jm0308085	Metabotropic glutamate receptor 1	1
8709133	10.1021/jm9601765	Unchecked	1
38245976	10.1016/j.ejmech.2024.116157	Metabotropic glutamate receptor 3	1
8709133	10.1021/jm9601765	Glutamate NMDA receptor	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 4	1
10893301	10.1021/jm000007r	Metabotropic glutamate receptor 2	1
8831765	10.1021/jm9601718	Metabotropic glutamate receptor 1	1
10229625	10.1021/jm980571q	Metabotropic glutamate receptor 2	1
10229625	10.1021/jm980571q	Metabotropic glutamate receptor 1	1
10888329	10.1016/s0960-894x(00)00247-x	Metabotropic glutamate receptor 4	1

Data from ChEMBL 36 via Core Engine