Compound Detail

CHEMBL4061793

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O=S(=O)(Nc1nccs1)c1cc(Cl)c(NCC23CCCN2CCC3)cc1F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4061793
Phase	Preclinical
Structure Type	MOL
InChI Key	XFWKBJBSEOZBRA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

431.0

MW (Da)

3.78

ALogP

HBA

HBD

74.3

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H20ClFN4O2S2
MW	430.96
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-2.11

Activity Summary

IC50 18 meas. best 10.22

EC50 1 meas. best 4.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium channel protein type 8 subunit alpha CHEMBL5202	IC50	10.22	10.22	0.1	1
Sodium channel protein type 9 subunit alpha CHEMBL3414411	IC50	8.74	8.05	1.8	7
Sodium channel protein type 5 subunit alpha CHEMBL1980	IC50	8.66	8.66	2.2	1
Sodium channel protein type 9 subunit alpha CHEMBL4296	IC50	8.51	7.8433	3.1	3
Mus musculus CHEMBL375	IC50	6.77	6.77	170.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	5.42	5.42	3800.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.1	5.1	8000.0	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	5.1	5.1	8000.0	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	5.1	5.1	8000.0	1
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	4.8	4.8	16000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.5	4.5	32000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	210.0	mL.min-1.kg-1	Rattus norvegicus
CL	210.0	mL.min-1.kg-1	Rattus norvegicus
F	40.0	%	Rattus norvegicus
Fu	0.24	-	Mus musculus
Fu	0.59	-	Mus musculus
Fu	1.0	-	Mus musculus
Tmax	3.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium channel protein type 8 subunit alpha	IC50	=	0.06	nM	10.22	Inhibition of human Nav1.6 alpha expressed in HEK293 cells incubated for 5 mins ...	34141090
Sodium channel protein type 9 subunit alpha	IC50	=	1.8	nM	8.74	Inhibition of Nav1.7 in mouse DRG neurons at -70 mV holding potential by patch c...	30576602
Sodium channel protein type 9 subunit alpha	IC50	=	1.8	nM	8.74	Inhibition of mouse DRG neuron Nav1.7 at -70 mV holding potential by manual patc...	36092147
Sodium channel protein type 5 subunit alpha	IC50	=	2.2	nM	8.66	Inhibition of human Nav1.5 inactivated state form expressed in HEK293 cells at -...	28818462
Sodium channel protein type 9 subunit alpha	IC50	=	3.1	nM	8.51	Inhibition of human Nav1.7 at -60 mV holding potential by manual patch-clamp ass...	36092147
Sodium channel protein type 9 subunit alpha	IC50	=	3.9	nM	8.41	Inhibition of recombinant mouse Nav1.7 expressed in HEK293 cells at -70 mV holdi...	30576602
Sodium channel protein type 9 subunit alpha	IC50	=	3.9	nM	8.41	Inhibition of mouse Nav1.7 at -70 mV holding potential by manual patch-clamp ass...	36092147
Sodium channel protein type 9 subunit alpha	IC50	=	8.0	nM	8.1	Inhibition of 50% inactivated human Nav1.7alpha expressed in HEK293 cells at hol...	28389149
Sodium channel protein type 9 subunit alpha	IC50	=	15.0	nM	7.82	Inhibition of 50% inactivated mouse Nav1.7 expressed in HEK293 cells at holding ...	28389149
Sodium channel protein type 9 subunit alpha	IC50	=	15.0	nM	7.82	Inhibition of mouse Nav1.7 alpha expressed in HEK293 cells incubated for 5 mins ...	34141090
Sodium channel protein type 9 subunit alpha	IC50	=	120.0	nM	6.92	Inhibition of human Nav1.7 alpha expressed in HEK293 cells incubated for 5 mins ...	34141090
Mus musculus	IC50	=	170.0	nM	6.77	Analgesic activity in formalin-induced nociceptive C57BL/6 mouse model assessed ...	28389149
Sodium channel protein type 9 subunit alpha	IC50	=	390.0	nM	6.41	Inhibition of mouse Nav1.7 alpha expressed in HEK293 cells incubated for 5 mins ...	34141090
5-hydroxytryptamine receptor 2B	IC50	=	3800.0	nM	5.42	Antagonist activity at 5HT2B (unknown origin)	28389149
Alpha-1D adrenergic receptor	IC50	=	8000.0	nM	5.1	Antagonist activity at alpha1D-adrenergic receptor (unknown origin)	28389149
Alpha-2A adrenergic receptor	IC50	=	8000.0	nM	5.1	Antagonist activity at alpha2A-adrenergic receptor (unknown origin)	28389149
Alpha-2B adrenergic receptor	IC50	=	8000.0	nM	5.1	Antagonist activity at human alpha2B-adrenergic receptor	28389149
Nuclear receptor subfamily 1 group I member 2	EC50	=	16000.0	nM	4.8	Activation of PXR (unknown origin)	28389149
Cytochrome P450 2D6	IC50	=	32000.0	nM	4.5	Inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substra...	28389149

Literature References

PubMed	DOI	Target Context	# Activities
28389149	10.1016/j.bmcl.2017.03.085	Unchecked	7
28389149	10.1016/j.bmcl.2017.03.085	Mus musculus	5
30576602	10.1021/acs.jmedchem.8b01550	ADMET	5
28389149	10.1016/j.bmcl.2017.03.085	Muscarinic acetylcholine receptor M1	3
28234467	10.1021/acs.jmedchem.6b01918	Plasma	3
28389149	10.1016/j.bmcl.2017.03.085	No relevant target	3
36092147	10.1039/d2md00081d	Sodium channel protein type 9 subunit alpha	3
34141090	10.1021/acsmedchemlett.1c00218	Sodium channel protein type 9 subunit alpha	3
28389149	10.1016/j.bmcl.2017.03.085	Plasma	2
28389149	10.1016/j.bmcl.2017.03.085	5-hydroxytryptamine receptor 2B	2
28389149	10.1016/j.bmcl.2017.03.085	Alpha-2A adrenergic receptor	2
28389149	10.1016/j.bmcl.2017.03.085	Alpha-1D adrenergic receptor	2
28818462	10.1016/j.bmc.2017.08.012	Sodium channel protein type 5 subunit alpha	2
28818462	10.1016/j.bmc.2017.08.012	No relevant target	2
28234467	10.1021/acs.jmedchem.6b01918	Mus musculus	2
28389149	10.1016/j.bmcl.2017.03.085	Rattus norvegicus	2
28389149	10.1016/j.bmcl.2017.03.085	Sodium channel protein type 9 subunit alpha	2
30576602	10.1021/acs.jmedchem.8b01550	Sodium channel protein type 9 subunit alpha	2
28389149	10.1016/j.bmcl.2017.03.085	ADMET	2
30576602	10.1021/acs.jmedchem.8b01550	Mus musculus	2

Data from ChEMBL 36 via Core Engine