Compound Detail

CHEMBL3290012

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O=S(=O)(NCCCCN1CCC(c2noc3cc(F)ccc23)CC1)c1cc2ccccc2s1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3290012
Phase	Preclinical
Structure Type	MOL
InChI Key	GXZWKZAOGQRNTL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

487.6

MW (Da)

5.12

ALogP

HBA

HBD

75.4

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H26FN3O3S2
MW	487.62
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.80

Activity Summary

Ki 16 meas. best 9.3

IC50 1 meas. best 5.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.3	9.26	0.5	2
Alpha-1A adrenergic receptor CHEMBL229	Ki	9.1	9.1	0.8	1
D(3) dopamine receptor CHEMBL234	Ki	8.96	8.96	1.1	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	8.8	8.76	1.6	2
D(2) dopamine receptor CHEMBL217	Ki	8.74	8.72	1.8	2
Alpha-2C adrenergic receptor CHEMBL1916	Ki	8.72	8.72	1.9	1
D(1A) dopamine receptor CHEMBL2056	Ki	8.48	8.48	3.3	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	8.39	8.29	4.1	2
D(4) dopamine receptor CHEMBL219	Ki	7.85	7.85	14.0	1
Histamine H1 receptor CHEMBL231	Ki	7.16	7.16	69.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.96	6.96	110.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.27	6.27	540.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.4	5.4	4000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	0.5	nM	9.3	Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor expressed ...	24805037
5-hydroxytryptamine receptor 2A	Ki	=	0.6	nM	9.22	Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor expressed ...	24805037
Alpha-1A adrenergic receptor	Ki	=	0.8	nM	9.1	Displacement of [3H]prazosin from human recombinant alpha1A adrenoceptor express...	24805037
D(3) dopamine receptor	Ki	=	1.1	nM	8.96	Displacement of [3H]methylspiperone from human recombinant D3 receptor expressed...	24805037
5-hydroxytryptamine receptor 7	Ki	=	1.6	nM	8.8	Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in CHO-K...	24805037
D(2) dopamine receptor	Ki	=	1.8	nM	8.74	Displacement of [3H]methylspiperone from human recombinant D2S receptor expresse...	24805037
Alpha-2C adrenergic receptor	Ki	=	1.9	nM	8.72	Displacement of [3H]RX821002 from human recombinant alpha2C adrenoceptor express...	24805037
5-hydroxytryptamine receptor 7	Ki	=	1.9	nM	8.72	Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in CHO c...	24805037
D(2) dopamine receptor	Ki	=	2.0	nM	8.7	Displacement of [3H]N-methylspiperone from human recombinant D2 receptor express...	24805037
D(1A) dopamine receptor	Ki	=	3.3	nM	8.48	Displacement of [3H]SCH23390 from human recombinant D1 receptor expressed in CHO...	24805037
5-hydroxytryptamine receptor 6	Ki	=	4.1	nM	8.39	Displacement of [3H]LSD from human recombinant 5-HT6 receptor expressed in CHO c...	24805037
5-hydroxytryptamine receptor 6	Ki	=	6.5	nM	8.19	Displacement of [3H]LSDm from human recombinant 5-HT6 receptor expressed in HEK2...	24805037
D(4) dopamine receptor	Ki	=	14.0	nM	7.85	Displacement of [3H]methylspiperone from human recombinant D4 receptor expressed...	24805037
Histamine H1 receptor	Ki	=	69.0	nM	7.16	Displacement of [3H]pyrilamine from human recombinant H1 receptor expressed in H...	24805037
5-hydroxytryptamine receptor 1A	Ki	=	110.0	nM	6.96	Displacement of [3H]8-OH-DPAT from human recombinant 5-HT1A receptor expressed i...	24805037
5-hydroxytryptamine receptor 2C	Ki	=	540.0	nM	6.27	Displacement of [3H]mesulergine from human recombinant 5-HT2C receptor expressed...	24805037
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	4000.0	nM	5.4	Inhibition of human cloned ERG expressed in CHO cells assessed as inhibition of ...	24805037

Literature References

PubMed	DOI	Target Context	# Activities
24805037	10.1021/jm401895u	Rattus norvegicus	8
24805037	10.1021/jm401895u	5-hydroxytryptamine receptor 7	5
24805037	10.1021/jm401895u	5-hydroxytryptamine receptor 2A	5
24805037	10.1021/jm401895u	D(2) dopamine receptor	5
24805037	10.1021/jm401895u	5-hydroxytryptamine receptor 6	5
24805037	10.1021/jm401895u	Voltage-gated inwardly rectifying potassium channel KCNH2	2
24805037	10.1021/jm401895u	Muscarinic acetylcholine receptor M5	2
24805037	10.1021/jm401895u	Muscarinic acetylcholine receptor M4	2
24805037	10.1021/jm401895u	Muscarinic acetylcholine receptor M3	2
24805037	10.1021/jm401895u	Muscarinic acetylcholine receptor M2	2
24805037	10.1021/jm401895u	Muscarinic acetylcholine receptor M1	2
24805037	10.1021/jm401895u	Histamine H1 receptor	2
24805037	10.1021/jm401895u	Alpha-2C adrenergic receptor	2
24805037	10.1021/jm401895u	Alpha-1A adrenergic receptor	2
24805037	10.1021/jm401895u	D(1A) dopamine receptor	2
24805037	10.1021/jm401895u	D(4) dopamine receptor	2
24805037	10.1021/jm401895u	D(3) dopamine receptor	2
24805037	10.1021/jm401895u	5-hydroxytryptamine receptor 1A	2
24805037	10.1021/jm401895u	5-hydroxytryptamine receptor 2C	1
24805037	10.1021/jm401895u	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine