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Compound Detail

CHEMBL2338590

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O=C(N[C@@H]1CCC[C@@H](NC(=O)c2ccccn2)C1)c1cccc(Cl)c1

Basic Information

ChEMBL ID CHEMBL2338590
Phase Preclinical
Structure Type MOL
InChI Key WMKYZRPEGSISJA-HZPDHXFCSA-N
1
Targets
2
Activities
2
Assay Types
10
PK Parameters
10
Publications
0
Known Names

Molecular Properties

357.8
MW (Da)
3.21
ALogP
3
HBA
2
HBD
71.1
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20ClN3O2
MW 357.84
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.31

Activity Summary

IC50 1 meas. best 7.21
Ki 1 meas. best 6.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL3227
IC50 7.21 7.21 62.0 1
Metabotropic glutamate receptor 5
CHEMBL3227
Ki 6.69 6.69 205.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 260.0 ng.hr.mL-1 Rattus norvegicus
AUC 530.0 ng.hr.mL-1 Rattus norvegicus
CL 68.33 mL.min-1.kg-1 Rattus norvegicus
CL 85.0 % Rattus norvegicus
Cmax 614.8 nM Rattus norvegicus
F 0.8 % Rattus norvegicus
Fu 0.22 - Mus musculus
Fu 0.13 - Rattus norvegicus
T1/2 0.6 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23357634 10.1016/j.bmcl.2012.12.078 Rattus norvegicus 9
23357634 10.1016/j.bmcl.2012.12.078 Plasma 4
23357634 10.1016/j.bmcl.2012.12.078 Brain 3
23357634 10.1016/j.bmcl.2012.12.078 No relevant target 2
23357634 10.1016/j.bmcl.2012.12.078 Liver microsomes 2
23357634 10.1016/j.bmcl.2012.12.078 Metabotropic glutamate receptor 1 2
23357634 10.1016/j.bmcl.2012.12.078 Metabotropic glutamate receptor 5 2
23357634 10.1016/j.bmcl.2012.12.078 Nucleic Acid 1
23357634 10.1016/j.bmcl.2012.12.078 Liver 1
23357634 10.1016/j.bmcl.2012.12.078 ADMET 1

Data from ChEMBL 36 via Core Engine