Compound Detail

CHEMBL292759

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COc1ccc(NS(=O)(=O)c2ccc(Br)cc2)cc1N1CCN(C)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL292759
Phase	Preclinical
Structure Type	MOL
InChI Key	OZYPUQNRUYTZDI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

440.4

MW (Da)

3.01

ALogP

HBA

HBD

61.9

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H22BrN3O3S
MW	440.36
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	-1.71

Activity Summary

Ki 17 meas. best 8.3

IC50 5 meas. best 7.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	8.3	8.3	5.0	4
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	7.8	7.8	16.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.6	6.6	251.2	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.6	6.6	251.2	1
5-hydroxytryptamine receptor 1F CHEMBL1805	Ki	6.5	6.5	316.2	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.4	6.4	398.1	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.2	6.2	631.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.1	6.1	794.3	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.0	6.0	1000.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.9	5.9	1258.9	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	5.8	5.8	1584.9	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.6	5.6	2511.9	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.6	5.6	2511.9	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	5.6	5.6	2511.9	1
D(2) dopamine receptor CHEMBL217	Ki	5.4	5.4	3981.1	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.22	5.22	6000.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	5.0	5.0	10000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.96	4.96	11000.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.34	4.34	46000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 6	Ki	=	5.0	nM	8.3	Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells	24850589
5-hydroxytryptamine receptor 6	Ki	=	5.0	nM	8.3	Binding affinity against 5 Hydroxy tryptamine 6 receptor	15745826
5-hydroxytryptamine receptor 6	Ki	=	5.012	nM	8.3	Binding affinity against human cloned 5-hydroxytryptamine 6 receptor in HeLa cel...	9925723
5-hydroxytryptamine receptor 6	Ki	=	5.0	nM	8.3	Binding affinity towards human 5-hydroxytryptamine 6 receptor	12825922
5-hydroxytryptamine receptor 6	IC50	=	16.0	nM	7.8	Inhibition of human recombinant 5HT6 receptor expressed in CHO cells	24850589
5-hydroxytryptamine receptor 1A	Ki	=	251.19	nM	6.6	Compound was tested for its binding affinity against 5-hydroxytryptamine 1A rece...	9925723
5-hydroxytryptamine receptor 1D	Ki	=	251.19	nM	6.6	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
5-hydroxytryptamine receptor 1F	Ki	=	316.23	nM	6.5	Compound was tested for its binding affinity against 5-hydroxytryptamine 1F rece...	9925723
5-hydroxytryptamine receptor 1B	Ki	=	398.11	nM	6.4	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
5-hydroxytryptamine receptor 2B	Ki	=	630.96	nM	6.2	Compound was tested for its binding affinity against cloned human 5-hydroxytrypt...	9925723
D(3) dopamine receptor	Ki	=	794.33	nM	6.1	Compound was tested for its binding affinity against Dopamine receptor D3 in hum...	9925723
5-hydroxytryptamine receptor 2C	Ki	=	1000.0	nM	6.0	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
5-hydroxytryptamine receptor 2A	Ki	=	1258.93	nM	5.9	Compound was tested for its binding affinity against 5-hydroxytryptamine 2A rece...	9925723
5-hydroxytryptamine receptor 1E	Ki	=	1584.89	nM	5.8	Compound was tested for its binding affinity against cloned human 5-hydroxytrypt...	9925723
5-hydroxytryptamine receptor 4	Ki	=	2511.89	nM	5.6	Compound was tested for its binding affinity against 5-hydroxytryptamine 4 recep...	9925723
5-hydroxytryptamine receptor 7	Ki	=	2511.89	nM	5.6	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
Alpha-1B adrenergic receptor	Ki	=	2511.89	nM	5.6	Compound was tested for its binding affinity against adrenergic Alpha-1B adrener...	9925723
D(2) dopamine receptor	Ki	=	3981.07	nM	5.4	Compound was tested for its binding affinity against Dopamine receptor D2 in hum...	9925723
Cytochrome P450 3A4	IC50	=	6000.0	nM	5.22	Inhibition of human cytochrome P450 3A4 as total cyclosporin oxidation (1 uM)	9925723
Cytochrome P450 1A2	IC50	=	10000.0	nM	5.0	Inhibition of human cytochrome P450 1A2 activity as caffeine N3 demethylation (5...	9925723

Literature References

PubMed	DOI	Target Context	# Activities
24850589	10.1021/jm5003952	5-hydroxytryptamine receptor 6	2
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 7	1
12825922	10.1021/jm030030n	5-hydroxytryptamine receptor 6	1
9925723	10.1021/jm980532e	Cytochrome P450 3A4	1
9925723	10.1021/jm980532e	Cytochrome P450 2D6	1
9925723	10.1021/jm980532e	Cytochrome P450 2C19	1
9925723	10.1021/jm980532e	Cytochrome P450 2C9	1
9925723	10.1021/jm980532e	Cytochrome P450 1A2	1
9925723	10.1021/jm980532e	D(3) dopamine receptor	1
9925723	10.1021/jm980532e	D(2) dopamine receptor	1
9925723	10.1021/jm980532e	Alpha-1B adrenergic receptor	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 1A	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 6	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 4	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 2C	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 2B	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 2A	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 1F	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 1E	1
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 1D	1

Data from ChEMBL 36 via Core Engine