Compound Detail

CHEMBL542139

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL542139
Phase	Preclinical
Structure Type	MOL
InChI Key	RMXZRJYGJMSDQK-UHFFFAOYSA-N
Parent Compound	CHEMBL431298
Active Moiety	CHEMBL431298

Known Names

SB-271046A

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	C20H23Cl2N3O3S2
MW	488.46
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.62

Activity Summary

Ki 25 meas. best 8.9

IC50 8 meas. best 5.42

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	8.9	8.9	1.3	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.6	6.285	251.2	2
D(3) dopamine receptor CHEMBL234	Ki	6.5	6.4	314.6	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.4	6.4	398.1	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.23	6.23	590.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.22	6.22	598.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.18	6.18	662.9	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.1	6.1	794.3	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.09	6.09	804.5	1
Kappa-type opioid receptor CHEMBL237	Ki	6.05	6.05	898.0	1
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	6.0	6.0	988.1	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.89	5.795	1281.7	2
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.72	5.72	1909.6	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.7	5.64	1995.3	2
Beta-3 adrenergic receptor CHEMBL246	Ki	5.68	5.68	2099.9	1
D(2) dopamine receptor CHEMBL217	Ki	5.6	5.6	2511.9	1
Mu-type opioid receptor CHEMBL233	Ki	5.45	5.45	3579.7	1
CX3C chemokine receptor 1 CHEMBL4843	IC50	5.42	5.42	3831.6	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	5.4	5.4	3981.1	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.4	5.4	3981.1	1
Psychosine receptor CHEMBL3714081	IC50	5.39	5.39	4049.3	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.37	5.37	4251.3	1
Beta-1 adrenergic receptor CHEMBL213	Ki	5.35	5.35	4462.7	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.25	5.25	5615.6	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.2	5.2	6286.8	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.58	4.58	26000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.5	4.5	32000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.4	4.4	40000.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.18	4.18	66000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 6	Ki	=	1.259	nM	8.9	Binding affinity against human cloned 5-hydroxytryptamine 6 receptor in HeLa cel...	9925723
5-hydroxytryptamine receptor 1D	Ki	=	251.19	nM	6.6	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
D(3) dopamine receptor	Ki	=	314.59	nM	6.5	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1A	Ki	=	398.11	nM	6.4	Compound was tested for its binding affinity against 5-hydroxytryptamine 1A rece...	9925723
D(3) dopamine receptor	Ki	=	501.19	nM	6.3	Compound was tested for its binding affinity against Dopamine receptor D3 in hum...	9925723
Alpha-2A adrenergic receptor	Ki	=	589.99	nM	6.23	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Sigma non-opioid intracellular receptor 1	Ki	=	598.0	nM	6.22	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Sigma intracellular receptor 2	Ki	=	662.9	nM	6.18	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 1B	Ki	=	794.33	nM	6.1	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
5-hydroxytryptamine receptor 2B	Ki	=	804.45	nM	6.09	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
Kappa-type opioid receptor	Ki	=	898.05	nM	6.05	PDSP Secondary Binding target: OPRK1 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 3A	Ki	=	988.1	nM	6.0	PDSP Secondary Binding target: HTR3A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 1D	Ki	=	1078.2	nM	5.97	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2C	Ki	=	1281.74	nM	5.89	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 5A	Ki	=	1909.64	nM	5.72	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2C	Ki	=	1995.26	nM	5.7	Compound was tested for its binding affinity against human cloned 5-hydroxytrypt...	9925723
Alpha-1B adrenergic receptor	Ki	=	1995.26	nM	5.7	Compound was tested for its binding affinity against adrenergic Alpha-1B adrener...	9925723
Beta-3 adrenergic receptor	Ki	=	2099.91	nM	5.68	PDSP Secondary Binding target: ADRB3 - Compounds are tested at 10 uM concentrati...	-
D(2) dopamine receptor	Ki	=	2511.89	nM	5.6	Compound was tested for its binding affinity against Dopamine receptor D2 in hum...	9925723
Alpha-1B adrenergic receptor	Ki	=	2661.64	nM	5.58	PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL5724696	TERT-RPE1	24
-	10.6019/CHEMBL5724696	U2OS	24
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	8
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	8
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	8
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	8
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	8
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	8
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	8
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	8
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	8
-	10.6019/CHEMBL5209801	Apelin receptor	8
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	8
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	8
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
9925723	10.1021/jm980532e	5-hydroxytryptamine receptor 1F	1
9925723	10.1021/jm980532e	Alpha-1B adrenergic receptor	1

Data from ChEMBL 36 via Core Engine