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Compound Detail

CHEMBL3765114

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N#Cc1cccc(S(=O)(=O)c2cnc3cc(F)ccc3c2-c2ccc(Cl)cc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3765114
Phase Preclinical
Structure Type MOL
InChI Key BXQVEFQXOWJFLQ-UHFFFAOYSA-N
2
Targets
9
Activities
2
Assay Types
30
PK Parameters
18
Publications
0
Known Names

Molecular Properties

422.9
MW (Da)
5.40
ALogP
4
HBA
0
HBD
70.8
PSA (Ų)
0.44
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H12ClFN2O2S
MW 422.87
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.76

Activity Summary

Ki 6 meas. best 8.31
IC50 3 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL3227
 Ki 8.31 8.0667 4.9 3
Metabotropic glutamate receptor 5
CHEMBL2564
 Ki 8.28 7.94 5.3 3
Metabotropic glutamate receptor 5
CHEMBL3227
 IC50 7.89 7.385 13.0 2
Metabotropic glutamate receptor 5
CHEMBL2564
 IC50 7.72 7.72 19.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 298.97 ng.hr.mL-1 Rattus norvegicus
AUC 583.98 ng.hr.mL-1 Rattus norvegicus
AUC 926.09 ng.hr.mL-1 Rattus norvegicus
AUC 3085.68 ng.hr.mL-1 Rattus norvegicus
AUC 1299.9 ng.hr.mL-1 Canis lupus familiaris
AUC 937.93 ng.hr.mL-1 Canis lupus familiaris
AUC 786.12 ng.hr.mL-1 Canis lupus familiaris
AUC 712.11 ng.hr.mL-1 Canis lupus familiaris
AUC 55.82 ng.hr.mL-1 Macaca fascicularis
AUC 36.79 ng.hr.mL-1 Macaca fascicularis
CL 27.9 mL.min-1.kg-1 Rattus norvegicus
CL 14.27 mL.min-1.kg-1 Rattus norvegicus
CL 6.433 mL.min-1.kg-1 Canis lupus familiaris
CL 9.217 mL.min-1.kg-1 Canis lupus familiaris
Cmax 369.0 nM Rattus norvegicus
Cmax 650.0 nM Rattus norvegicus
Cmax 1542.0 nM Canis lupus familiaris
Cmax 1144.0 nM Canis lupus familiaris
Cmax 492.0 nM Canis lupus familiaris
Cmax 551.0 nM Canis lupus familiaris
Cmax 57.0 nM Macaca fascicularis
Cmax 33.0 nM Macaca fascicularis
T1/2 8.0 hr Rattus norvegicus
T1/2 5.13 hr Rattus norvegicus
T1/2 7.79 hr Rattus norvegicus
T1/2 7.06 hr Rattus norvegicus
T1/2 6.3 hr Rattus norvegicus
T1/2 12.2 hr Canis lupus familiaris
T1/2 11.8 hr Canis lupus familiaris
T1/2 12.8 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 5 Ki = 4.9 nM 8.31 Displacement of [3H]R21412 from recombinant human mGluR5a expressed in human A18... 28212015
Metabotropic glutamate receptor 5 Ki = 5.3 nM 8.28 Displacement of [3H]MPEP from rat mGlu5 receptor expressed in rat cerebrocortica... 26774652
Metabotropic glutamate receptor 5 Ki = 5.3 nM 8.28 Displacement of [3H]R21412 from from in Sprague-Dawley rat cerebrocortical membr... 28212015
Metabotropic glutamate receptor 5 Ki = 10.8 nM 7.97 Displacement of [3H]R21412 from mGluR5 in male human post mortem parietal cortic... 28212015
Metabotropic glutamate receptor 5 Ki = 12.1 nM 7.92 Displacement of [3H]R21412 from mGluR5 in female human post mortem parietal cort... 28212015
Metabotropic glutamate receptor 5 IC50 = 13.0 nM 7.89 Displacement of [3H]M-MPEP from recombinant human mGluR5a expressed in human A18... 28212015
Metabotropic glutamate receptor 5 IC50 = 19.0 nM 7.72 Negative allosteric modulation of mGluR5 in E17 Sprague-Dawley rat primary neuro... 28212015
Metabotropic glutamate receptor 5 Ki = 55.3 nM 7.26 Displacement of [3H]M-MPEP from mGluR5 in Sprague-Dawley rat cerebrocortical mem... 28212015
Metabotropic glutamate receptor 5 IC50 = 133.0 nM 6.88 Negative allosteric modulation of human mGluR5a expressed in CHO cells assessed ... 28212015

Literature References

PubMed DOI Target Context # Activities
28212015 10.1021/acs.jmedchem.6b01858 Rattus norvegicus 35
28212015 10.1021/acs.jmedchem.6b01858 Canis familiaris 20
28212015 10.1021/acs.jmedchem.6b01858 Plasma 11
28212015 10.1021/acs.jmedchem.6b01858 Cynomolgus monkey 8
28212015 10.1021/acs.jmedchem.6b01858 Metabotropic glutamate receptor 5 8
26774652 10.1016/j.bmcl.2016.01.024 Homo sapiens 5
28212015 10.1021/acs.jmedchem.6b01858 Liver 3
26774652 10.1016/j.bmcl.2016.01.024 Liver microsome 2
28212015 10.1021/acs.jmedchem.6b01858 Unchecked 2
28212015 10.1021/acs.jmedchem.6b01858 MDCK-MDR1 1
28212015 10.1021/acs.jmedchem.6b01858 Metabotropic glutamate receptor 1 1
28212015 10.1021/acs.jmedchem.6b01858 Cytochrome P450 3A4 1
28212015 10.1021/acs.jmedchem.6b01858 Cytochrome P450 2D6 1
28212015 10.1021/acs.jmedchem.6b01858 Cytochrome P450 2C9 1
28212015 10.1021/acs.jmedchem.6b01858 Cytochrome P450 1A2 1
28212015 10.1021/acs.jmedchem.6b01858 No relevant target 1
26774652 10.1016/j.bmcl.2016.01.024 Metabotropic glutamate receptor 5 1
26774652 10.1016/j.bmcl.2016.01.024 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine