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Compound Detail

CHEMBL292065

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Cc1nc(C#Cc2cccnc2)cs1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL292065
Phase Preclinical
Structure Type MOL
InChI Key NRBNGHCYDWUVLC-UHFFFAOYSA-N
5
Targets
25
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

200.3
MW (Da)
2.25
ALogP
3
HBA
0
HBD
25.8
PSA (Ų)
0.61
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H8N2S
MW 200.27
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -1.55

Activity Summary

IC50 15 meas. best 8.3
Ki 10 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL2564
 IC50 8.3 7.71 5.0 3
Metabotropic glutamate receptor 5
CHEMBL3227
 IC50 8.3 7.555 5.0 10
Metabotropic glutamate receptor 5
CHEMBL2564
 Ki 7.92 7.7029 12.0 7
Metabotropic glutamate receptor 5
CHEMBL3227
 Ki 7.49 7.49 32.7 2
Cytochrome P450 1A2
CHEMBL3356
 Ki 6.3 6.3 500.0 1
Amine oxidase [flavin-containing] A
CHEMBL3681
 IC50 4.52 4.52 30000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.22 4.22 60700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 28.0 mL.min-1.kg-1 Rattus norvegicus
CL 28.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 2000.0 nM Rattus norvegicus
F 16.0 % Rattus norvegicus
F 16.0 % Rattus norvegicus
T1/2 8.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 5 IC50 = 5.0 nM 8.3 Tested in vitro against human recombinant Metabotropic glutamate receptor 5 stab... 12519057
Metabotropic glutamate receptor 5 IC50 = 5.0 nM 8.3 Inhibitory concentration against human recombinant metabotropic glutamate recept... 15686941
Metabotropic glutamate receptor 5 IC50 = 5.0 nM 8.3 In vitro potency against human recombinant mGlu5 receptor was determined by [Ca2... 15225713
Metabotropic glutamate receptor 5 IC50 = 5.0 nM 8.3 Antagonist activity at rat mGluR5 expressed in human HEK-293 cells assessed as i... 21546249
Metabotropic glutamate receptor 5 IC50 = 5.0 nM 8.3 In vitro functional potency using an automated assay employing LtK-cells stably ... 12565928
Metabotropic glutamate receptor 5 IC50 = 12.0 nM 7.92 Negative allosteric modulation of human mGluR5 expressed in HEK293 cells assesse... 23434029
Metabotropic glutamate receptor 5 Ki = 12.0 nM 7.92 Displacement by compound of [3H]3-methoxy-5-(pyridin-2-ylethynyl)pyridine from r... 15225713
Metabotropic glutamate receptor 5 IC50 = 13.6 nM 7.87 Antagonist activity at rat mGluR5 expressed in HEK293A cells assessed as glutama... 19445453
Metabotropic glutamate receptor 5 Ki = 16.0 nM 7.8 Displacement of [3H]-3-methoxy-5-(pyridin-2-ylethynyl)pyridine from mGlu5R in ra... 26706173
Metabotropic glutamate receptor 5 Ki = 16.0 nM 7.8 Displacement of [3H]methoxy-PEPY from rat mGluR5 expressed in human HEK-293 cell... 21546249
Metabotropic glutamate receptor 5 Ki = 16.0 nM 7.8 Displacement of [3HMPEP from rat cloned mGluR5 expressed in HEK293T cells by by ... 20382541
Metabotropic glutamate receptor 5 Ki = 16.0 nM 7.8 Tested for displacement of [3H]3-methoxy-5-(pyridin-2-ylethynyl) pyridine from M... 12519057
Metabotropic glutamate receptor 5 Ki = 32.7 nM 7.49 Displacement of [3H]MPEP from human cloned mGluR5 receptor expressed in CHO-T-Re... 26014480
Metabotropic glutamate receptor 5 Ki = 32.7 nM 7.49 Displacement of [3H]MPEP from human mGlu5 receptor expressed in CHO-TREx cell me... 30624919
Metabotropic glutamate receptor 5 Ki = 38.5 nM 7.42 Displacement of [3H]MPEP from mGluR5 receptor in Sprague-Dawley rat forebrain me... 26014480
Metabotropic glutamate receptor 5 Ki = 42.0 nM 7.38 Displacement of [3H]MPEP from mGluR5 in Sprague-Dawley rat brain membrane after ... 22924094
Metabotropic glutamate receptor 5 IC50 = 47.3 nM 7.33 Negative allosteric modulation of human mGlu5 receptor expressed in CHO-TREx cel... 30624919
Metabotropic glutamate receptor 5 IC50 = 47.3 nM 7.33 Negative allosteric modulatory activity at human cloned mGluR5 receptor expresse... 26014480
Metabotropic glutamate receptor 5 IC50 = 77.0 nM 7.11 Activity at human mGluR5 assessed as effect on glutamate-induced calcium ion mob... 16839764
Metabotropic glutamate receptor 5 IC50 = 110.0 nM 6.96 Inverse agonist activity at rat mGluR5 expressed in HEK293A cells coexpressing G... 22924094

Literature References

PubMed DOI Target Context # Activities
22924094 10.1021/ml3000726 Mus musculus 8
15225713 10.1016/j.bmcl.2004.05.037 ADMET 6
12519057 10.1021/jm025570j Rattus norvegicus 4
15225713 10.1016/j.bmcl.2004.05.037 Metabotropic glutamate receptor 5 4
12519057 10.1021/jm025570j Metabotropic glutamate receptor 5 3
26014480 10.1016/j.bmc.2015.05.008 Metabotropic glutamate receptor 5 3
22924094 10.1021/ml3000726 Metabotropic glutamate receptor 5 3
19445453 10.1021/jm900172f Metabotropic glutamate receptor 5 3
21546249 10.1016/j.bmcl.2011.04.047 Metabotropic glutamate receptor 5 2
16678408 10.1016/j.bmcl.2006.04.032 Metabotropic glutamate receptor 5 2
30624919 10.1021/acs.jmedchem.8b01226 Metabotropic glutamate receptor 5 2
15225713 10.1016/j.bmcl.2004.05.037 No relevant target 1
19445453 10.1021/jm900172f Metabotropic glutamate receptor 6 1
19445453 10.1021/jm900172f Metabotropic glutamate receptor 1 1
16451073 10.1021/jm050570f Metabotropic glutamate receptor 5 1
30624919 10.1021/acs.jmedchem.8b01226 Metabotropic glutamate receptor 1 1
15686941 10.1016/j.bmcl.2004.11.078 Metabotropic glutamate receptor 5 1
12519057 10.1021/jm025570j Amine oxidase [flavin-containing] A 1
12519057 10.1021/jm025570j Glutamate receptor ionotropic, NMDA 2B 1
12519057 10.1021/jm025570j Metabotropic glutamate receptor 1 1

Data from ChEMBL 36 via Core Engine