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Compound Detail

CHEMBL2381642

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N[C@@]1(C(=O)O)C[C@@H](O)[C@H]2[C@H](C(=O)O)[C@H]21

Basic Information

ChEMBL ID CHEMBL2381642
Phase Preclinical
Structure Type MOL
InChI Key XMDLTKGXRPVDSY-RTHBWCHNSA-N
3
Targets
6
Activities
3
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

201.2
MW (Da)
-1.52
ALogP
4
HBA
4
HBD
120.8
PSA (Ų)
0.43
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C8H11NO5
MW 201.18
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness 1.55

Activity Summary

EC50 3 meas. best 8.12
IC50 2 meas. best 8.07
Ki 1 meas. best 6.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 2
CHEMBL5137
EC50 8.12 8.12 7.6 1
Metabotropic glutamate receptor 2
CHEMBL5137
IC50 8.07 8.07 8.6 1
Metabotropic glutamate receptor 3
CHEMBL2888
IC50 7.95 7.95 11.2 1
Metabotropic glutamate receptor 3
CHEMBL2888
EC50 7.85 7.85 14.2 1
Metabotropic glutamate receptor 2
CHEMBL5137
Ki 6.78 6.78 166.0 1
Metabotropic glutamate receptor 6
CHEMBL4573
EC50 5.36 5.36 4370.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23675965 10.1021/jm4000165 Metabotropic glutamate receptor 6 2
23675965 10.1021/jm4000165 Metabotropic glutamate receptor 3 2
23675965 10.1021/jm4000165 Metabotropic glutamate receptor 2 2
23675965 10.1021/jm4000165 Metabotropic glutamate receptor 8 1
27836401 10.1016/j.bmcl.2016.10.067 Metabotropic glutamate receptor 2 1
28002967 10.1021/acs.jmedchem.6b01119 Metabotropic glutamate receptor 2 1
28002967 10.1021/acs.jmedchem.6b01119 Metabotropic glutamate receptor 3 1

Data from ChEMBL 36 via Core Engine