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Compound Detail

CHEMBL2164552

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N#Cc1ccc(-c2noc(-c3cc(F)cc(C#N)c3)n2)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2164552
Phase Preclinical
Structure Type MOL
InChI Key PBVKGEMPZBKZOA-UHFFFAOYSA-N
3
Targets
7
Activities
2
Assay Types
8
PK Parameters
14
Publications
0
Known Names

Molecular Properties

291.2
MW (Da)
2.68
ALogP
6
HBA
0
HBD
99.4
PSA (Ų)
0.72
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 C15H6FN5O
MW 291.25
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -2.24

Activity Summary

IC50 5 meas. best 8.49
Ki 2 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL2564
 IC50 8.49 8.165 3.2 2
Metabotropic glutamate receptor 5
CHEMBL3227
 IC50 7.87 7.58 13.4 2
Metabotropic glutamate receptor 5
CHEMBL3227
 Ki 7.75 7.65 17.9 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.2 5.2 6350.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1048.5 ng.hr.mL-1 Rattus norvegicus
CL 4.0 mL.min-1.kg-1 Rattus norvegicus
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 6.0 mL.min-1.g-1 Rattus norvegicus
Cmax 500.0 nM Rattus norvegicus
F 46.0 % Rattus norvegicus
T1/2 5.6 hr Rattus norvegicus
Tmax 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 5 IC50 = 3.2 nM 8.49 Negative allosteric modulation of rat recombinant mGluR5 expressed in HEK293 cel... 23046966
Metabotropic glutamate receptor 5 IC50 = 13.4 nM 7.87 Negative allosteric modulation of human recombinant mGluR5 expressed in HEK293 c... 23046966
Metabotropic glutamate receptor 5 IC50 = 14.5 nM 7.84 Displacement of [3H]AZD9272 from mGluR5 in Sprague-Dawley rat striatum by autora... 23046966
Metabotropic glutamate receptor 5 Ki = 17.9 nM 7.75 Displacement of [3H]AZD9272 from human mGluR5 expressed in HEK293 cell membranes... 23046966
Metabotropic glutamate receptor 5 Ki = 28.0 nM 7.55 Displacement of [3H]MPEP from human mGluR5 expressed in HEK293 cell membranes ex... 23046966
Metabotropic glutamate receptor 5 IC50 = 51.0 nM 7.29 Negative allosteric modulation of human recombinant mGluR5 expressed in HEK293 c... 23046966
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6350.0 nM 5.2 Inhibition of human ERG by IonWorks assay 23046966

Literature References

PubMed DOI Target Context # Activities
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 5 14
23046966 10.1016/j.bmcl.2012.08.100 Rattus norvegicus 7
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 8 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 7 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 6 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 4 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 3 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 2 3
23046966 10.1016/j.bmcl.2012.08.100 Metabotropic glutamate receptor 1 3
23046966 10.1016/j.bmcl.2012.08.100 Liver microsomes 2
23046966 10.1016/j.bmcl.2012.08.100 Nucleic Acid 1
23046966 10.1016/j.bmcl.2012.08.100 Plasma 1
23046966 10.1016/j.bmcl.2012.08.100 Voltage-gated inwardly rectifying potassium channel KCNH2 1
23046966 10.1016/j.bmcl.2012.08.100 No relevant target 1

Data from ChEMBL 36 via Core Engine