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Compound Detail

CHEMBL3955188

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COc1ccc(-c2cc(C(N)=O)nc3cc(CCc4cnc(C)nc4)ccc23)c(F)c1

Basic Information

ChEMBL ID CHEMBL3955188
Phase Preclinical
Structure Type MOL
InChI Key YFISEEHEDYLAHH-UHFFFAOYSA-N
8
Targets
15
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

416.5
MW (Da)
4.03
ALogP
5
HBA
1
HBD
91.0
PSA (Ų)
0.51
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H21FN4O2
MW 416.46
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -0.70

Activity Summary

IC50 10 meas. best 8.23
Ki 5 meas. best 9.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 2
CHEMBL5137
Ki 9.72 9.72 0.2 1
Metabotropic glutamate receptor 2
CHEMBL5137
IC50 8.23 7.946 5.9 5
Adenosine Transporter
CHEMBL4524127
Ki 5.65 5.65 2260.0 1
GABA-A receptor; anion channel
CHEMBL1907607
Ki 5.53 5.48 2970.0 3
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
IC50 5.29 5.29 5100.0 1
Metabotropic glutamate receptor 6
CHEMBL4573
IC50 5.01 5.01 9830.0 1
Metabotropic glutamate receptor 3
CHEMBL2888
IC50 4.72 4.72 19040.0 1
Metabotropic glutamate receptor 8
CHEMBL3228
IC50 4.57 4.57 26670.0 1
Unchecked
CHEMBL612545
IC50 4.55 4.55 28290.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 2 Ki = 0.19 nM 9.72 Binding affinity to human mGluR2 expressed in cell membrane incubated for 1 hr i... 37465306
Metabotropic glutamate receptor 2 IC50 = 5.9 nM 8.23 Binding affinity to mGluR2 (unknown origin) FLIPR assay 37465306
Metabotropic glutamate receptor 2 IC50 = 6.0 nM 8.22 Biological Assay: The utility of the compounds in accordance with the present in... -
Metabotropic glutamate receptor 2 IC50 = 6.0 nM 8.22 Biological Assay: The utility of the compounds in accordance with the present in... -
Metabotropic glutamate receptor 2 IC50 = 6.0 nM 8.22 Biological Assay: The utility of the compounds in accordance with the present in... -
Metabotropic glutamate receptor 2 IC50 = 146.0 nM 6.84 Negative allosteric modulation of mGlu2R (unknown origin) 30350962
Adenosine Transporter Ki = 2260.0 nM 5.65 Binding affinity to guinea pig adenosine transporter 37465306
GABA-A receptor; anion channel Ki = 2970.0 nM 5.53 Binding affinity to GABAA receptor in rat central nervous system 37465306
GABA-A receptor; anion channel Ki = 2980.0 nM 5.53 Binding affinity to GABAA receptor in rat hippocampus 37465306
GABA-A receptor; anion channel Ki = 4150.0 nM 5.38 Binding affinity to GABAA receptor in rat cerebellum 37465306
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 5100.0 nM 5.29 Inhibition of Cav1.2 (unknown origin) 37465306
Metabotropic glutamate receptor 6 IC50 = 9830.0 nM 5.01 Binding affinity to mGluR6 (unknown origin) by FLIPR assay 37465306
Metabotropic glutamate receptor 3 IC50 = 19040.0 nM 4.72 Binding affinity to mGluR3 (unknown origin) by FLIPR assay 37465306
Metabotropic glutamate receptor 8 IC50 = 26670.0 nM 4.57 Binding affinity to mGluR8 (unknown origin) by FLIPR assay 37465306
Unchecked IC50 = 28290.0 nM 4.55 Inhibition of IKr (unknown origin) 37465306

Literature References

PubMed DOI Target Context # Activities
37465306 10.1021/acsmedchemlett.3c00175 Unchecked 7
37465306 10.1021/acsmedchemlett.3c00175 GABA-A receptor; anion channel 3
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 2 2
37465306 10.1021/acsmedchemlett.3c00175 ATP-dependent translocase ABCB1 2
37465306 10.1021/acsmedchemlett.3c00175 ADMET 2
37465306 10.1021/acsmedchemlett.3c00175 No relevant target 2
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 4 1
37465306 10.1021/acsmedchemlett.3c00175 Sodium channel protein type 5 subunit alpha 1
37465306 10.1021/acsmedchemlett.3c00175 Voltage-dependent L-type calcium channel subunit alpha-1C 1
37465306 10.1021/acsmedchemlett.3c00175 Adenosine Transporter 1
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 8 1
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 6 1
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 5 1
30350962 10.1021/acs.jmedchem.8b01266 Metabotropic glutamate receptor 2 1
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 3 1
37465306 10.1021/acsmedchemlett.3c00175 Metabotropic glutamate receptor 1 1
30350962 10.1021/acs.jmedchem.8b01266 Metabotropic glutamate receptor 3 1

Data from ChEMBL 36 via Core Engine