Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4081453

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cccc(C(=O)N[C@H]2C[C@@](N)(C(=O)O)[C@@H]3[C@@H](C(=O)O)[C@@H]32)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4081453
Phase Preclinical
Structure Type MOL
InChI Key UXNRHIJPZNNDDJ-VZAVHYRXSA-N
7
Targets
13
Activities
2
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

334.3
MW (Da)
-0.07
ALogP
5
HBA
4
HBD
138.9
PSA (Ų)
0.59
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 C16H18N2O6
MW 334.33
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 0.02

Activity Summary

EC50 10 meas. best 9.33
Ki 3 meas. best 9.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 3
CHEMBL2888
 EC50 9.33 8.635 0.5 2
Metabotropic glutamate receptor 3
CHEMBL2888
 Ki 9.03 9.03 0.9 1
Metabotropic glutamate receptor 3
CHEMBL3067
 EC50 7.5 7.5 31.6 2
Metabotropic glutamate receptor 2
CHEMBL5137
 EC50 7.32 6.94 47.5 2
Group II metabotropic glutamate receptor (mGlu2/mGlu3)
CHEMBL4106154
 Ki 6.97 6.97 106.0 1
Metabotropic glutamate receptor 2
CHEMBL5137
 Ki 6.38 6.38 412.0 1
Metabotropic glutamate receptor 6
CHEMBL4573
 EC50 5.71 5.71 1950.0 1
Metabotropic glutamate receptor 2
CHEMBL2851
 EC50 5.55 5.55 2818.0 2
Metabotropic glutamate receptor 4
CHEMBL2736
 EC50 4.93 4.93 11757.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 919.41 ng.hr.mL-1 Rattus norvegicus
AUC 3303.18 ng.hr.mL-1 Rattus norvegicus
CL 18.3 mL.min-1.kg-1 Rattus norvegicus
Cmax 6390.0 nM Rattus norvegicus
Cmax 6780.0 nM Rattus norvegicus
F 121.0 % Rattus norvegicus
Fu 1.0 - Rattus norvegicus
Fu 1.0 - Rattus norvegicus
T1/2 3.1 hr Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus
Tmax 0.44 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 3 EC50 = 0.47 nM 9.33 Agonist activity at human mGlu3 receptor expressed in HEK cells assessed as inhi... 29350927
Metabotropic glutamate receptor 3 Ki = 0.927 nM 9.03 Displacement of [3H]-LY459477 from recombinant human mGlu3 receptor expressed in... 29350927
Metabotropic glutamate receptor 3 EC50 = 11.6 nM 7.94 Agonist activity at recombinant human mGlu3 receptor expressed in hamster AV12 c... 29350927
Metabotropic glutamate receptor 3 EC50 = 32.0 nM 7.5 Agonist activity at SNAP tagged rat mGlu3 transfected HEK293 cells preincubated ... 38170918
Metabotropic glutamate receptor 3 EC50 = 31.62 nM 7.5 Agonist activity at SNAP tagged rat mGlu3 transfected HEK293 cells preincubated ... 38170918
Metabotropic glutamate receptor 2 EC50 = 47.5 nM 7.32 Agonist activity at human mGlu2 receptor expressed in HEK cells assessed as inhi... 29350927
Group II metabotropic glutamate receptor (mGlu2/mGlu3) Ki = 106.0 nM 6.97 Displacement of [3H]-LY459477 from mGlu2/3 receptor in Sprague-Dawley rat forebr... 29350927
Metabotropic glutamate receptor 2 EC50 = 277.0 nM 6.56 Agonist activity at recombinant human mGlu2 receptor expressed in hamster AV12 c... 29350927
Metabotropic glutamate receptor 2 Ki = 412.0 nM 6.38 Displacement of [3H]-LY459477 from recombinant human mGlu2 receptor expressed in... 29350927
Metabotropic glutamate receptor 6 EC50 = 1950.0 nM 5.71 Agonist activity at human mGlu6 receptor expressed in hamster AV12 cells co-expr... 29350927
Metabotropic glutamate receptor 2 EC50 = 2818.0 nM 5.55 Agonist activity at SNAP tagged rat mGlu2 transfected HEK293 cells by TR-FRET as... 38170918
Metabotropic glutamate receptor 2 EC50 = 2818.38 nM 5.55 Agonist activity at SNAP tagged rat mGlu2 transfected HEK293 cells by TR-FRET as... 38170918
Metabotropic glutamate receptor 4 EC50 = 11757.0 nM 4.93 Agonist activity at recombinant human mGlu4 receptor expressed in hamster AV12 c... 29350927

Literature References

PubMed DOI Target Context # Activities
29350927 10.1021/acs.jmedchem.7b01481 Plasma 26
29350927 10.1021/acs.jmedchem.7b01481 Rattus norvegicus 15
29350927 10.1021/acs.jmedchem.7b01481 Unchecked 14
29350927 10.1021/acs.jmedchem.7b01481 Cerebrospinal fluid 9
29350927 10.1021/acs.jmedchem.7b01481 ADMET 8
29350927 10.1021/acs.jmedchem.7b01481 Group II metabotropic glutamate receptor (mGlu2/mGlu3) 5
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 2 5
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 3 5
29350927 10.1021/acs.jmedchem.7b01481 Liver 4
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 4 3
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 6 2
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 7 2
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 8 2
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 5 2
38170918 10.1021/acs.jmedchem.3c01811 Metabotropic glutamate receptor 3 2
38170918 10.1021/acs.jmedchem.3c01811 Metabotropic glutamate receptor 2 2
29350927 10.1021/acs.jmedchem.7b01481 Metabotropic glutamate receptor 1 2
29350927 10.1021/acs.jmedchem.7b01481 Voltage-gated inwardly rectifying potassium channel KCNH2 1
29350927 10.1021/acs.jmedchem.7b01481 No relevant target 1
29350927 10.1021/acs.jmedchem.7b01481 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine