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Compound Detail

CHEMBL2381652

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

Basic Information

ChEMBL ID CHEMBL2381652
Phase Preclinical
Structure Type MOL
InChI Key WLYANNSIDDXEGE-RTHBWCHNSA-N
4
Targets
4
Activities
1
Assay Types
17
PK Parameters
5
Publications
0
Known Names

Molecular Properties

203.2
MW (Da)
-0.54
ALogP
3
HBA
3
HBD
100.6
PSA (Ų)
0.56
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 C8H10FNO4
MW 203.17
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness 0.95

Activity Summary

EC50 4 meas. best 9.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 3
CHEMBL2888
EC50 9.62 9.62 0.2 1
Metabotropic glutamate receptor 2
CHEMBL5137
EC50 9.25 9.25 0.6 1
Metabotropic glutamate receptor 6
CHEMBL4573
EC50 5.85 5.85 1410.0 1
Metabotropic glutamate receptor 8
CHEMBL3228
EC50 4.94 4.94 11500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4794.81 ng.hr.mL-1 Rattus norvegicus
AUC 2173.92 ng.hr.mL-1 Rattus norvegicus
AUC 566.84 ng.hr.mL-1 Rattus norvegicus
AUC 3392.94 ng.hr.mL-1 Rattus norvegicus
CL 14.8 mL.min-1.kg-1 Rattus norvegicus
Cmax 7940.0 nM Rattus norvegicus
Cmax 3940.0 nM Rattus norvegicus
Cmax 713.0 nM Rattus norvegicus
F 64.4 % Rattus norvegicus
T1/2 5.9 hr Rattus norvegicus
T1/2 3.5 hr Rattus norvegicus
T1/2 2.7 hr Rattus norvegicus
T1/2 7.3 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus
Tmax 1.8 hr Rattus norvegicus
Tmax 2.5 hr Rattus norvegicus
Tmax - hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23675965 10.1021/jm4000165 Rattus norvegicus 23
23675965 10.1021/jm4000165 Metabotropic glutamate receptor 8 2
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

Data from ChEMBL 36 via Core Engine