Compound Detail

CHEMBL431298

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COc1ccc(NS(=O)(=O)c2sc3ccc(Cl)cc3c2C)cc1N1CCNCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL431298
Phase	Preclinical
Structure Type	MOL
InChI Key	LOCQRDBFWSXQQI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

452.0

MW (Da)

4.08

ALogP

HBA

HBD

70.7

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H22ClN3O3S2
MW	452.00
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.62

Activity Summary

Ki 39 meas. best 9.2

IC50 1 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	9.2	8.8605	0.6	19
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	8.7	8.7	2.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	8.52	6.8333	3.0	3
D(1A) dopamine receptor CHEMBL2056	Ki	6.92	6.92	120.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.89	6.89	130.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.6	6.6	251.2	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.47	6.435	340.0	2
D(2) dopamine receptor CHEMBL217	Ki	6.34	5.97	460.0	2
D(3) dopamine receptor CHEMBL234	Ki	6.3	6.09	501.2	2
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.28	6.05	530.0	4
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.1	6.1	794.3	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.76	5.76	1740.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.7	5.7	1995.3	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	5.4	5.4	3981.1	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	300.0	uM min uM-1	Rattus norvegicus
CL	8.0	mL.min-1.kg-1	Rattus norvegicus
F	82.0	%	Rattus norvegicus
F	80.0	%	Rattus norvegicus
T1/2	4.8	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 6	Ki	=	0.631	nM	9.2	Displacement of [3H]-LSD from human 5-HT6R expressed in human HeLa cells after 1...	28441580
5-hydroxytryptamine receptor 6	Ki	=	0.66	nM	9.18	Displacement of [3H]LSD from human recombinant 5HT6 receptor	19346128
5-hydroxytryptamine receptor 6	Ki	=	0.8	nM	9.1	Inhibition of [3H]LSD binding to human 5-hydroxytryptamine 6 receptor expressed ...	15771424
5-hydroxytryptamine receptor 6	Ki	=	1.0	nM	9.0	Binding affinity towards human 5-hydroxytryptamine 6 receptor	12825922
5-hydroxytryptamine receptor 6	Ki	=	1.0	nM	9.0	Binding affinity against 5 Hydroxy tryptamine 6 receptor	15745826
5-hydroxytryptamine receptor 6	Ki	=	1.0	nM	9.0	Binding affinity for human 5-hydroxytryptamine 6 receptor	15974573
5-hydroxytryptamine receptor 6	Ki	=	1.0	nM	9.0	Displacement of [3H]LSD from human cloned 5HT6 receptor expressed in HEK293 cell...	18053713
5-hydroxytryptamine receptor 6	Ki	=	1.259	nM	8.9	Displacement of [3H]LSD from human 5-hydroxytryptamine 6 receptor expressed in H...	16143522
5-hydroxytryptamine receptor 6	Ki	=	1.26	nM	8.9	Binding affinity to 5-HT6 receptor (unknown origin)	38190615
5-hydroxytryptamine receptor 6	Ki	=	1.259	nM	8.9	Binding affinity to 5HT6 receptor	21190848
5-hydroxytryptamine receptor 6	Ki	=	1.259	nM	8.9	Binding affinity against human 5-hydroxytryptamine 6 receptor	11597412
5-hydroxytryptamine receptor 6	Ki	=	1.259	nM	8.9	The compound was tested for the binding affinity towards human cloned 5-hydroxyt...	11992776
5-hydroxytryptamine receptor 6	Ki	=	1.3	nM	8.89	Displacement of [3H]LSD from human 5-hydroxytryptamine 6 receptor expressed in H...	10937732
5-hydroxytryptamine receptor 6	Ki	=	1.3	nM	8.89	Displacement of [3H]LSD from human 5HT6 receptor expressed in HeLa cells	19433358
5-hydroxytryptamine receptor 6	Ki	=	1.3	nM	8.89	Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells	24850589
5-hydroxytryptamine receptor 6	Ki	=	1.7	nM	8.77	Displacement of [3H]LSD from human 5-HT6 receptor expressed in HEK293 cell membr...	25637882
5-hydroxytryptamine receptor 6	IC50	=	2.0	nM	8.7	Inhibition of human recombinant 5HT6 receptor expressed in CHO cells	24850589
5-hydroxytryptamine receptor 6	Ki	=	3.0	nM	8.52	Displacement of [3H]LSD from human 5-HT6 receptor expressed in hamster BHK cells...	24878269
5-hydroxytryptamine receptor 6	Ki	=	3.02	nM	8.52	Displacement of [3H]LSD from human 5-HT6 receptor expressed in hamster BHK cells...	24878269
5-hydroxytryptamine receptor 7	Ki	=	3.0	nM	8.52	Displacement of [3H]-LSD from human 5HT6 receptor expressed in BHK cell membrane...	33310288

Literature References

PubMed	DOI	Target Context	# Activities
25557493	10.1016/j.ejmech.2014.12.045	Rattus norvegicus	9
11140733	10.1016/s0960-894x(00)00597-7	Rattus norvegicus	4
16143522	10.1016/j.bmcl.2005.06.107	5-hydroxytryptamine receptor 6	2
24878269	10.1021/jm5003759	5-hydroxytryptamine receptor 2C	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
24878269	10.1021/jm5003759	5-hydroxytryptamine receptor 6	2
24850589	10.1021/jm5003952	5-hydroxytryptamine receptor 6	2
24850589	10.1021/jm5003952	Rattus norvegicus	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 4	1
38190615	10.1021/acs.jmedchem.3c02148	5-hydroxytryptamine receptor 6	1
11597412	10.1016/s0960-894x(01)00558-3	5-hydroxytryptamine receptor 6	1
11992776	10.1016/s0960-894x(02)00172-5	Alpha-1B adrenergic receptor	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 7	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 6	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 2B	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 2A	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 1E	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 1D	1
11992776	10.1016/s0960-894x(02)00172-5	5-hydroxytryptamine receptor 1A	1

Data from ChEMBL 36 via Core Engine