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Compound Detail

CHEMBL3662190

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CC1(COc2cc(F)c(C(=O)NS(=O)(=O)C3CC3)cc2C2CC2)CCC2(CC1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3662190
Phase Preclinical
Structure Type MOL
InChI Key GFDXIUXAFNREKM-UHFFFAOYSA-N
9
Targets
18
Activities
1
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

435.6
MW (Da)
4.66
ALogP
4
HBA
1
HBD
72.5
PSA (Ų)
0.68
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H30FNO4S
MW 435.56
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -0.19

Activity Summary

IC50 18 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium channel protein type 7 subunit alpha
CHEMBL3585
 IC50 9.22 9.22 0.6 1
Sodium channel protein type 9 subunit alpha
CHEMBL4296
 IC50 9.22 8.49 0.6 4
Sodium channel protein type 2 subunit alpha
CHEMBL4187
 IC50 8.7 8.7 2.0 2
Sodium channel protein type 9 subunit alpha
CHEMBL3414411
 IC50 8.66 8.66 2.2 2
Sodium channel protein type 9 subunit alpha
CHEMBL3312
 IC50 8.43 8.43 3.7 2
Sodium channel protein type 1 subunit alpha
CHEMBL1845
 IC50 8.22 8.22 6.0 2
Sodium channel protein type 8 subunit alpha
CHEMBL5202
 IC50 7.42 7.42 38.0 2
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 7.3 7.3 50.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.21 5.21 6100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 49218.28 ng.hr.mL-1 Mus musculus
AUC 33973.68 ng.hr.mL-1 Rattus norvegicus
AUC 36151.48 ng.hr.mL-1 Canis lupus familiaris
CL 3.2 mL.min-1.kg-1 Mus musculus
CL 1.2 mL.min-1.kg-1 Rattus norvegicus
CL 0.3 mL.min-1.kg-1 Canis lupus familiaris
Cmax 22000.0 nM Mus musculus
Cmax 13000.0 nM Rattus norvegicus
Cmax 9000.0 nM Canis lupus familiaris
F 31.0 % Mus musculus
F 49.0 % Rattus norvegicus
F 68.0 % Canis lupus familiaris
Fu 0.001 - Mus musculus
T1/2 1.5 hr Mus musculus
T1/2 9.2 hr Mus musculus
T1/2 8.1 hr Rattus norvegicus
T1/2 5.4 hr Canis lupus familiaris
T1/2 6.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium channel protein type 9 subunit alpha IC50 = 0.6 nM 9.22 Inhibition of human Nav1.7 alpha subunit expressed in HEK293 cells co-expressing... 30499663
Sodium channel protein type 7 subunit alpha IC50 = 0.6 nM 9.22 Inhibition of human Nav1.7 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 2 subunit alpha IC50 = 2.0 nM 8.7 Inhibition of human Nav1.2 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 2 subunit alpha IC50 = 2.0 nM 8.7 Inhibition of human Nav1.2 alpha subunit expressed in HEK293 cells co-expressing... 30499663
Sodium channel protein type 9 subunit alpha IC50 = 2.2 nM 8.66 Inhibition of mouse Nav1.7 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 9 subunit alpha IC50 = 2.2 nM 8.66 Inhibition of mouse Nav1.7 at -60 mV holding potential by PatchXpress automated ... 30499663
Sodium channel protein type 9 subunit alpha IC50 = 3.0 nM 8.52 Radioligand Binding Assay: Radioligand Binding Studies: Saturation experiments. ... -
Sodium channel protein type 9 subunit alpha IC50 = 3.7 nM 8.43 Inhibition of rat Nav1.7 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 9 subunit alpha IC50 = 3.7 nM 8.43 Inhibition of rat Nav1.7 at -60 mV holding potential by PatchXpress automated vo... 30499663
Sodium channel protein type 9 subunit alpha IC50 = 4.0 nM 8.4 Electrophysiological Assay: Patch voltage clamp electrophysiology allows for the... -
Sodium channel protein type 1 subunit alpha IC50 = 6.0 nM 8.22 Inhibition of human Nav1.1 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 1 subunit alpha IC50 = 6.0 nM 8.22 Inhibition of human Nav1.1 alpha subunit expressed in HEK293 cells co-expressing... 30499663
Sodium channel protein type 9 subunit alpha IC50 = 15.0 nM 7.82 Displacement of [3H]GX-545 from human Nav1.7 alpha subunit expressed in HEK293 c... 30499663
Sodium channel protein type 8 subunit alpha IC50 = 38.0 nM 7.42 Inhibition of human Nav1.6 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 8 subunit alpha IC50 = 38.0 nM 7.42 Inhibition of human Nav1.6 alpha subunit expressed in HEK293 cells co-expressing... 30499663
Sodium channel protein type 5 subunit alpha IC50 = 50.0 nM 7.3 Inhibition of human Nav1.5 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 5 subunit alpha IC50 = 50.0 nM 7.3 Inhibition of human Nav1.5 alpha subunit expressed in HEK293 cells co-expressing... 30499663
Cytochrome P450 2C9 IC50 = 6100.0 nM 5.21 Inhibition of CYP2C9 (unknown origin) 30499663

Literature References

PubMed DOI Target Context # Activities
30499663 10.1021/acs.jmedchem.8b01621 ADMET 36
30499663 10.1021/acs.jmedchem.8b01621 Mus musculus 6
31012583 10.1021/acs.jmedchem.8b01906 Unchecked 6
30499663 10.1021/acs.jmedchem.8b01621 Sodium channel protein type 9 subunit alpha 4
30499663 10.1021/acs.jmedchem.8b01621 Sodium channel protein type 10 subunit alpha 2
30499663 10.1021/acs.jmedchem.8b01621 Unchecked 2
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 9 subunit alpha 2
30499663 10.1021/acs.jmedchem.8b01621 No relevant target 2
30499663 10.1021/acs.jmedchem.8b01621 Cytochrome P450 1A2 1
30499663 10.1021/acs.jmedchem.8b01621 Sodium channel protein type 2 subunit alpha 1
30499663 10.1021/acs.jmedchem.8b01621 Sodium channel protein type 5 subunit alpha 1
30499663 10.1021/acs.jmedchem.8b01621 Cytochrome P450 2D6 1
30499663 10.1021/acs.jmedchem.8b01621 Cytochrome P450 2C9 1
30499663 10.1021/acs.jmedchem.8b01621 Cytochrome P450 2C19 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 7 subunit alpha 1
30499663 10.1021/acs.jmedchem.8b01621 Cytochrome P450 3A4 1
31012583 10.1021/acs.jmedchem.8b01906 ADMET 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 8 subunit alpha 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 5 subunit alpha 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 2 subunit alpha 1

Data from ChEMBL 36 via Core Engine