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

CHEMBL2179319

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
FC(F)(F)c1c(N2CCC(c3ccccc3)CC2)ccn2c(CC3CC3)nnc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2179319
Phase Preclinical
Structure Type MOL
InChI Key BQAVZGJJQFJSMW-UHFFFAOYSA-N
5
Targets
15
Activities
3
Assay Types
27
PK Parameters
20
Publications
0
Known Names

Molecular Properties

400.4
MW (Da)
5.08
ALogP
4
HBA
0
HBD
33.4
PSA (Ų)
0.61
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23F3N4
MW 400.45
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.11

Activity Summary

EC50 9 meas. best 8.32
IC50 3 meas. best 7.82
Ki 3 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 2
CHEMBL5137
 EC50 8.32 7.3567 4.8 9
Metabotropic glutamate receptor 2
CHEMBL5137
 IC50 7.82 7.82 15.0 1
Metabotropic glutamate receptor 2
CHEMBL5137
 Ki 7.82 7.82 15.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.01 6.01 982.6 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.37 5.37 4309.2 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.96 4.96 11000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 531.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1804.0 ng.hr.mL-1 Rattus norvegicus
AUC 1804.0 ng.hr.mL-1 Rattus norvegicus
AUC 531.0 ng.hr.mL-1 Canis lupus familiaris
CL 29.0 mL.min-1.kg-1 Canis lupus familiaris
CL 35.0 mL.min-1.kg-1 Rattus norvegicus
CL 31.0 mL.min-1.kg-1 Rattus norvegicus
CL 29.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 544.39 nM Canis lupus familiaris
Cmax 1203.65 nM Rattus norvegicus
Cmax 1203.65 nM Rattus norvegicus
Cmax 544.39 nM Canis lupus familiaris
Cmax 162.32 nM Rattus norvegicus
F 18.0 % Canis lupus familiaris
F 36.0 % Rattus norvegicus
F 36.0 % Rattus norvegicus
F 18.0 % Canis lupus familiaris
Fu 0.004 - Rattus norvegicus
Fu 0.0006 - Rattus norvegicus
T1/2 0.8 hr Canis lupus familiaris
T1/2 2.7 hr Rattus norvegicus
T1/2 2.7 hr Rattus norvegicus
T1/2 1.1 hr Canis lupus familiaris
Tmax 0.5 hr Canis lupus familiaris
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 2 EC50 = 4.8 nM 8.32 Positive allosteric modulation of wild-type human mGlu2 receptor expressed in CH... 27579727
Metabotropic glutamate receptor 2 IC50 = 15.0 nM 7.82 Binding affinity to human mGlu2R expressed in CHO cells by radioligand binding a... 23072213
Metabotropic glutamate receptor 2 Ki = 15.0 nM 7.82 Displacement of [3H]8-Trifluoromethyl-3-cyclopropylmethyl-7-[(4-phenyl-1-piperid... 27579727
Metabotropic glutamate receptor 2 EC50 = 17.0 nM 7.77 Positive allosteric modulator activity at human mGlu2R expressed in CHO cells in... 23072213
Metabotropic glutamate receptor 2 EC50 = 17.0 nM 7.77 Positive allosteric modulation of human mGlu2 receptor expressed in CHO cell mem... 27579727
Metabotropic glutamate receptor 2 EC50 = 23.6 nM 7.63 Positive allosteric modulation at human mGlu2 receptor F776A mutant expressed in... 27579727
Metabotropic glutamate receptor 2 EC50 = 27.0 nM 7.57 Positive allosteric modulation at human mGlu2 receptor N735D mutant expressed in... 27579727
Metabotropic glutamate receptor 2 EC50 = 46.4 nM 7.33 Positive allosteric modulation at wild type human mGlu2 receptor L732A mutant ex... 27579727
Metabotropic glutamate receptor 2 EC50 = 147.0 nM 6.83 Positive allosteric modulation of mGlu2 receptor (unknown origin) 35033884
Metabotropic glutamate receptor 2 EC50 = 270.0 nM 6.57 Agonist activity at human mGlu2R expressed in CHO cells 23072213
Metabotropic glutamate receptor 2 EC50 = 385.0 nM 6.42 Positive allosteric modulation at human mGlu2 receptor F643A mutant expressed in... 27579727
Sigma non-opioid intracellular receptor 1 Ki = 982.65 nM 6.01 PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra... -
Sodium-dependent dopamine transporter Ki = 4309.23 nM 5.37 PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat... -
Cytochrome P450 2C9 IC50 = 11000.0 nM 4.96 Inhibition of CYP2C9 23072213
Cytochrome P450 2C19 IC50 = 20000.0 nM 4.7 Inhibition of CYP2C19 23072213

Literature References

PubMed DOI Target Context # Activities
23072213 10.1021/jm3010724 Unchecked 56
- 10.6019/CHEMBL5724696 TERT-RPE1 24
- 10.6019/CHEMBL5724696 U2OS 24
27579727 10.1021/acs.jmedchem.6b00913 ADMET 18
23072213 10.1021/jm3010724 Rattus norvegicus 13
27579727 10.1021/acs.jmedchem.6b00913 Metabotropic glutamate receptor 2 10
- 10.6019/CHEMBL4689842 U2OS 9
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 HEK-293T 9
23072213 10.1021/jm3010724 Canis familiaris 8
23072213 10.1021/jm3010724 Metabotropic glutamate receptor 2 6
27579727 10.1021/acs.jmedchem.6b00913 No relevant target 6
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5

Data from ChEMBL 36 via Core Engine