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

CHEMBL2440659

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
Cc1csc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)n1

Basic Information

ChEMBL ID CHEMBL2440659
Phase Preclinical
Structure Type MOL
InChI Key AXVLPJHYYFHCHK-UHFFFAOYSA-N
5
Targets
12
Activities
2
Assay Types
26
PK Parameters
20
Publications
0
Known Names

Molecular Properties

330.3
MW (Da)
3.43
ALogP
6
HBA
1
HBD
77.0
PSA (Ų)
0.79
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 C15H11FN4O2S
MW 330.34
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -2.37

Activity Summary

IC50 9 meas. best 7.64
Ki 3 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL3227
Ki 8.17 8.17 6.8 1
Metabotropic glutamate receptor 5
CHEMBL3227
IC50 7.64 7.51 23.0 3
Metabotropic glutamate receptor 5
CHEMBL2564
IC50 7.62 7.616 24.0 5
D(3) dopamine receptor
CHEMBL234
Ki 5.67 5.67 2144.6 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.52 5.52 2989.9 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.65 4.65 22300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 696.0 ng.hr/g Mus musculus
AUC 702.0 ng.hr.mL-1 Mus musculus
CL 25.0 mL.min-1.kg-1 Rattus norvegicus
CL 54.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
CL 96.0 mL.min-1.kg-1 Rattus norvegicus
CL 43.0 mL.min-1.kg-1 Rattus norvegicus
CL 34.0 mL.min-1.kg-1 Macaca fascicularis
CL 37.0 mL.min-1.kg-1 Macaca fascicularis
CL 194.0 mL.min-1.kg-1 Macaca fascicularis
CL 24.0 mL.min-1.kg-1 Macaca fascicularis
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 3.7 mL.min-1.kg-1 Homo sapiens
CL 6.9 mL.min-1.kg-1 Homo sapiens
CL 43.0 mL.min-1.kg-1 Rattus norvegicus
CL 24.0 mL.min-1.kg-1 Macaca fascicularis
Cmax 1350.0 ng/g Mus musculus
Cmax 4389.42 nM Mus musculus
F 5.0 % Rattus norvegicus
Fu 38.0 nM Mus musculus
Fu 335.0 nM Mus musculus
Fu 0.082 - Mus musculus
T1/2 0.25 hr Rattus norvegicus
Tmax 0.25 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 5 Ki = 6.8 nM 8.17 Displacement of [3H]3-methoxy-5-(pyridin-2-ylethynyl)pyridine from mGlu5 recepto... 24074843
Metabotropic glutamate receptor 5 IC50 = 23.0 nM 7.64 Metabotropic Glutamate Receptor Activity Assay: The utility of the compounds in ... -
Metabotropic glutamate receptor 5 IC50 = 24.0 nM 7.62 Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells ... 24074843
Metabotropic glutamate receptor 5 IC50 = 23.99 nM 7.62 Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells ... 24074843
Metabotropic glutamate receptor 5 IC50 = 24.0 nM 7.62 Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells ... 28530802
Metabotropic glutamate receptor 5 IC50 = 23.99 nM 7.62 Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells ... 28530802
Metabotropic glutamate receptor 5 IC50 = 25.0 nM 7.6 Metabotropic Glutamate Receptor Activity Assay: The utility of the compounds in ... -
Metabotropic glutamate receptor 5 IC50 = 26.0 nM 7.58 Inhibition of mGluR5 (unknown origin) 22711749
Metabotropic glutamate receptor 5 IC50 = 49.0 nM 7.31 Allosteric modulation of human mGlu5 receptor expressed in HEK cells assessed as... 24074843
D(3) dopamine receptor Ki = 2144.62 nM 5.67 PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio... -
Sodium-dependent dopamine transporter Ki = 2989.86 nM 5.52 PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat... -
Cytochrome P450 3A4 IC50 = 22300.0 nM 4.65 Inhibition of CYP3A4 in human liver microsomes in presence of NADPH 24074843

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724696 U2OS 24
22711749 10.1124/dmd.112.046136 ADMET 21
24074843 10.1016/j.bmcl.2013.09.001 Unchecked 18
- 10.6019/CHEMBL5724696 TERT-RPE1 12
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 8
24074843 10.1016/j.bmcl.2013.09.001 Brain 6
24074843 10.1016/j.bmcl.2013.09.001 Metabotropic glutamate receptor 5 5
24074843 10.1016/j.bmcl.2013.09.001 Glutamate NMDA receptor 3
22711749 10.1124/dmd.112.046136 Unchecked 3
28530802 10.1021/acs.jmedchem.7b00410 Metabotropic glutamate receptor 5 3
22711749 10.1124/dmd.112.046136 Rattus norvegicus 3
24074843 10.1016/j.bmcl.2013.09.001 Plasma 3
22711749 10.1124/dmd.112.046136 Plasma 3
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
22711749 10.1124/dmd.112.046136 Hepatocyte 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2

Data from ChEMBL 36 via Core Engine