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Compound Detail

CHEMBL144151

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N[C@@](CC1c2ccccc2Oc2ccccc21)(C(=O)O)[C@H]1C[C@@H]1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL144151
Phase Preclinical
Structure Type MOL
InChI Key VLZBRVJVCCNPRJ-ZQGRQUNCSA-N
5
Targets
8
Activities
3
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
2.82
ALogP
4
HBA
3
HBD
109.8
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19NO5
MW 353.37
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.32

Activity Summary

IC50 4 meas. best 8.0
EC50 2 meas. best 7.3
Ki 2 meas. best 8.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 2
CHEMBL2851
 Ki 8.43 8.43 3.7 1
Metabotropic glutamate receptor 3
CHEMBL3067
 Ki 8.39 8.39 4.1 1
Unchecked
CHEMBL612545
 IC50 8.0 7.14 10.0 2
Metabotropic glutamate receptor 3
CHEMBL2888
 IC50 7.8 7.8 16.0 1
Metabotropic glutamate receptor 2
CHEMBL2851
 EC50 7.3 7.3 50.3 1
Metabotropic glutamate receptor 3
CHEMBL3067
 EC50 7.0 7.0 100.0 1
Metabotropic glutamate receptor 2
CHEMBL5137
 IC50 6.7 6.7 200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 2 Ki = 3.72 nM 8.43 Tested for binding affinity against Metabotropic glutamate receptor 2 in CHO cel... 11123999
Metabotropic glutamate receptor 3 Ki = 4.11 nM 8.39 Tested for binding affinity against Metabotropic glutamate receptor 3 in CHO cel... 11123999
Unchecked IC50 = 10.0 nM 8.0 Inhibitory activity for Group II Metabotropic glutamate receptor in rat forebrai... 9464366
Metabotropic glutamate receptor 3 IC50 = 16.0 nM 7.8 Ability to block 1S,3R-ACPD-induced inhibition of forskolin stimulated cyclic-AM... 9464366
Metabotropic glutamate receptor 2 EC50 = 50.3 nM 7.3 Antagonist activity against Metabotropic glutamate receptor 2<br>expressed in CH... 11123999
Metabotropic glutamate receptor 3 EC50 = 100.0 nM 7.0 Agonist potency against cloned Metabotropic glutamate receptor 3 11123999
Metabotropic glutamate receptor 2 IC50 = 200.0 nM 6.7 Ability to block 1S,3R-ACPD-induced inhibition of forskolin stimulated cyclic-AM... 9464366
Unchecked IC50 = 530.0 nM 6.28 Binding affinity for Group II Metabotropic glutamate receptor was measured using... 9464367

Literature References

PubMed DOI Target Context # Activities
11123999 10.1021/jm000346k Metabotropic glutamate receptor 2 3
11123999 10.1021/jm000346k Metabotropic glutamate receptor 3 3
9464367 10.1021/jm970498o Unchecked 1
9464366 10.1021/jm970497w Unchecked 1
9464366 10.1021/jm970497w Metabotropic glutamate receptor 2 1
9464366 10.1021/jm970497w Metabotropic glutamate receptor 3 1

Data from ChEMBL 36 via Core Engine