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Compound Detail

CHEMBL3657855

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O=C(NS(=O)(=O)N1CCC1)c1cc(C2CC2)c(OCC23CC4CC(CC(C4)C2)C3)cc1F

Basic Information

ChEMBL ID CHEMBL3657855
Phase Preclinical
Structure Type MOL
InChI Key PTCBNPULJWGSML-UHFFFAOYSA-N
11
Targets
23
Activities
2
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.6
MW (Da)
3.98
ALogP
4
HBA
1
HBD
75.7
PSA (Ų)
0.67
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 C24H31FN2O4S
MW 462.59
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness -0.85

Activity Summary

IC50 22 meas. best 9.4
EC50 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium channel protein type 7 subunit alpha
CHEMBL3585
IC50 9.4 8.7675 0.4 4
Sodium channel protein type 9 subunit alpha
CHEMBL4296
IC50 9.4 9.225 0.4 4
Sodium channel protein type 9 subunit alpha/beta-1/beta-2
CHEMBL4630765
IC50 9.4 9.4 0.4 1
Sodium channel protein type 4 subunit alpha
CHEMBL2072
IC50 8.07 8.07 8.5 1
Sodium channel protein type 1 subunit alpha
CHEMBL1845
IC50 7.97 7.965 10.6 2
Sodium channel protein type 1 subunit alpha/beta-1/beta-2
CHEMBL4630760
IC50 7.97 7.97 10.6 1
Sodium channel protein type 2 subunit alpha
CHEMBL4187
IC50 7.72 7.71 18.9 2
Sodium channel protein type 5 subunit alpha
CHEMBL1980
IC50 7.31 6.9875 49.0 4
Sodium channel protein type 5 subunit alpha/beta-1/beta-2
CHEMBL4630763
IC50 7.29 7.29 51.0 1
Sodium channel protein type 8 subunit alpha
CHEMBL5202
IC50 6.32 6.32 480.0 2
Mus musculus
CHEMBL375
EC50 5.77 5.77 1700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 11.0 mL.min-1.kg-1 Homo sapiens
CL 23.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.8 mL.min-1.kg-1 Canis lupus familiaris
CL 18.0 mL.min-1.kg-1 Macaca fascicularis
CL 5.1 mL.min-1.kg-1 Rattus norvegicus
CL 0.4 mL.min-1.kg-1 Canis lupus familiaris
CL 2.3 mL.min-1.kg-1 Macaca fascicularis
F 34.0 % Rattus norvegicus
F 50.0 % Canis lupus familiaris
F 30.0 % Macaca fascicularis
Fu 0.00025 - Homo sapiens
Fu 0.00013 - Rattus norvegicus
Fu 5e-05 - Canis lupus familiaris
Fu 0.00025 - Macaca fascicularis
T1/2 0.95 hr Rattus norvegicus
T1/2 5.5 hr Canis lupus familiaris
T1/2 1.6 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium channel protein type 9 subunit alpha IC50 = 0.4 nM 9.4 Electrophysiological Assay: Patch voltage clamp electrophysiology allows for the... -
Sodium channel protein type 9 subunit alpha IC50 = 0.4 nM 9.4 Inhibition of Nav1.7 (unknown origin) by electrophysiology assay 30139550
Sodium channel protein type 7 subunit alpha IC50 = 0.4 nM 9.4 Inhibition of human Nav1.7 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 7 subunit alpha IC50 = 0.4 nM 9.4 Inhibition of full length human Nav1.7 expressed in HEK cells by whole cell volt... 33682420
Sodium channel protein type 9 subunit alpha/beta-1/beta-2 IC50 = 0.4 nM 9.4 Inhibition of human Nav1.7/beta1/2 transfected in HEK293-A cells assessed as inh... 37312847
Sodium channel protein type 9 subunit alpha IC50 = 0.4 nM 9.4 Electrophysiological Assay (In Vitro Assay): The following patch voltage clamp e... -
Sodium channel protein type 7 subunit alpha IC50 = 1.1 nM 8.96 Displacement of [3H]GX-545 Nav1.7 (unknown origin) expressed in HEK cells by liq... 33682420
Sodium channel protein type 9 subunit alpha IC50 = 2.0 nM 8.7 Radioligand Binding Assay: Radioligand Binding Studies: Saturation experiments. ... -
Sodium channel protein type 4 subunit alpha IC50 = 8.5 nM 8.07 Inhibition of full length human Nav1.4 expressed in HEK cells by whole cell volt... 33682420
Sodium channel protein type 1 subunit alpha/beta-1/beta-2 IC50 = 10.6 nM 7.97 Inhibition of human Nav1.1/beta1/2 transfected in HEK293-A cells assessed as inh... 37312847
Sodium channel protein type 1 subunit alpha IC50 = 10.6 nM 7.97 Inhibition of full length human Nav1.1 expressed in HEK cells by whole cell volt... 33682420
Sodium channel protein type 1 subunit alpha IC50 = 11.0 nM 7.96 Inhibition of human Nav1.1 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 2 subunit alpha IC50 = 18.9 nM 7.72 Inhibition of full length human Nav1.2 expressed in HEK cells by whole cell volt... 33682420
Sodium channel protein type 2 subunit alpha IC50 = 20.0 nM 7.7 Inhibition of human Nav1.2 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 5 subunit alpha IC50 = 49.0 nM 7.31 Inhibition of human Nav1.5 expressed in HEK293 cells by electrophysiology assay 31012583
Sodium channel protein type 7 subunit alpha IC50 = 49.0 nM 7.31 Inhibition of human Nav1.7 expressed in HEK293 cells incubated for 1 hr in prese... 33682420
Sodium channel protein type 5 subunit alpha IC50 = 51.5 nM 7.29 Electrophysiological Assay: Patch voltage clamp electrophysiology allows for the... -
Sodium channel protein type 5 subunit alpha IC50 = 51.0 nM 7.29 Inhibition of full length human Nav1.5 expressed in HEK cells by whole cell volt... 33682420
Sodium channel protein type 5 subunit alpha/beta-1/beta-2 IC50 = 51.0 nM 7.29 Inhibition of human Nav1.5/beta1/2 transfected in HEK293-A cells assessed as inh... 37312847
Sodium channel protein type 8 subunit alpha IC50 = 480.0 nM 6.32 Inhibition of human Nav1.6 expressed in HEK293 cells by electrophysiology assay 31012583

Literature References

PubMed DOI Target Context # Activities
33682420 10.1021/acs.jmedchem.1c00049 ADMET 22
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.6019/CHEMBL5303304 Fibroblast 8
- 10.6019/CHEMBL5303304 U2OS 7
33682420 10.1021/acs.jmedchem.1c00049 Unchecked 6
31012583 10.1021/acs.jmedchem.8b01906 Unchecked 4
33682420 10.1021/acs.jmedchem.1c00049 Sodium channel protein type 7 subunit alpha 4
33682420 10.1021/acs.jmedchem.1c00049 Sodium channel protein type 5 subunit alpha 2
33682420 10.1021/acs.jmedchem.1c00049 Mus musculus 2
33682420 10.1021/acs.jmedchem.1c00049 No relevant target 2
33682420 10.1021/acs.jmedchem.1c00049 Sodium channel protein type 1 subunit alpha 1
30139550 10.1016/j.bmcl.2018.08.007 Sodium channel protein type 9 subunit alpha 1
30139550 10.1016/j.bmcl.2018.08.007 Unchecked 1
33682420 10.1021/acs.jmedchem.1c00049 Cytochrome P450 3A4 1
33682420 10.1021/acs.jmedchem.1c00049 Sodium channel protein type 8 subunit alpha 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 7 subunit alpha 1
33682420 10.1021/acs.jmedchem.1c00049 Sodium channel protein type 2 subunit alpha 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 2 subunit alpha 1
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1
31012583 10.1021/acs.jmedchem.8b01906 Sodium channel protein type 8 subunit alpha 1

Data from ChEMBL 36 via Core Engine