Compound Detail

CHEMBL329566

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CN(C)C[C@H]1C[C@@H]2c3ccccc3Cc3ccccc3[C@H]2O1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL329566
Phase	Preclinical
Structure Type	MOL
InChI Key	ACTVOFFLDWZANE-NSISKUIASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

293.4

MW (Da)

3.77

ALogP

HBA

HBD

12.5

PSA (Å²)

0.84

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23NO
MW	293.41
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	0.40

Activity Summary

Ki 14 meas. best 9.37

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histamine H1 receptor CHEMBL231	Ki	9.37	9.32	0.4	2
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	9.03	9.03	0.9	2
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.6	8.6	2.5	2
Norepinephrine transporter CHEMBL304	Ki	8.11	8.11	7.8	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.89	7.89	13.0	1
D(2) dopamine receptor CHEMBL217	Ki	7.21	7.21	61.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	7.2	7.2	63.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	7.16	7.16	69.0	1
D(3) dopamine receptor CHEMBL234	Ki	7.08	7.08	84.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.97	6.97	108.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.9	6.9	126.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histamine H1 receptor	Ki	=	0.43	nM	9.37	Inhibition of [3H]pyrilamine binding to human Histamine H1 receptor	15771415
Histamine H1 receptor	Ki	=	0.54	nM	9.27	Ability to displace [3H]pyrilamine from human cloned histamine H1 receptor expre...	15125929
5-hydroxytryptamine receptor 2C	Ki	=	0.93	nM	9.03	Ability to displace [3H]- mesulergine from human cloned 5-hydroxytryptamine 2C r...	15125929
5-hydroxytryptamine receptor 2C	Ki	=	0.93	nM	9.03	Inhibition of [3H]mesulergine binding to human 5-hydroxytryptamine 2C receptor	15771415
5-hydroxytryptamine receptor 2A	Ki	=	2.5	nM	8.6	Ability to displace [125I]R91150 from human cloned 5-hydroxytryptamine 2A recept...	15125929
5-hydroxytryptamine receptor 2A	Ki	=	2.5	nM	8.6	Inhibition of [125I]R91150 binding to human 5-hydroxytryptamine 2A receptor	15771415
Norepinephrine transporter	Ki	=	7.8	nM	8.11	Inhibition of [3H]nisoxetine binding to rat Norepinephrine transporter	15771415
5-hydroxytryptamine receptor 7	Ki	=	13.0	nM	7.89	Inhibition of [3H]5-HT binding to human 5-hydroxytryptamine 7 receptor	15771415
D(2) dopamine receptor	Ki	=	61.0	nM	7.21	Inhibition of [3H]-spiperone binding to human Dopamine receptor D2	15771415
D(1A) dopamine receptor	Ki	=	63.0	nM	7.2	Inhibition of [3H]SCH-23390 binding to human Dopamine receptor D1	15771415
Alpha-2C adrenergic receptor	Ki	=	69.0	nM	7.16	Inhibition of [3H]rauwolscine binding to Alpha-2C adrenergic receptor	15771415
D(3) dopamine receptor	Ki	=	84.0	nM	7.08	Inhibition of [125I]iodosulpiride binding to human Dopamine receptor D3	15771415
Adrenergic receptor alpha-1	Ki	=	108.0	nM	6.97	Inhibition of [3H]prazosin binding to rat Alpha-1 adrenergic receptor	15771415
Alpha-2A adrenergic receptor	Ki	=	126.0	nM	6.9	Inhibition of [3H]rauwolscine binding to Alpha-2A adrenergic receptor	15771415

Literature References

PubMed	DOI	Target Context	# Activities
15771415	10.1021/jm049632c	Rattus norvegicus	5
15771415	10.1021/jm049632c	Mus musculus	1
15771415	10.1021/jm049632c	Adrenergic receptor alpha-1	1
15771415	10.1021/jm049632c	Histamine H1 receptor	1
15771415	10.1021/jm049632c	Norepinephrine transporter	1
15771415	10.1021/jm049632c	5-hydroxytryptamine receptor 2C	1
15771415	10.1021/jm049632c	5-hydroxytryptamine receptor 7	1
15771415	10.1021/jm049632c	5-hydroxytryptamine receptor 2A	1
15771415	10.1021/jm049632c	D(3) dopamine receptor	1
15771415	10.1021/jm049632c	D(2) dopamine receptor	1
15125929	10.1016/j.bmcl.2004.03.069	5-hydroxytryptamine receptor 2A	1
15771415	10.1021/jm049632c	Alpha-2C adrenergic receptor	1
15771415	10.1021/jm049632c	Alpha-2A adrenergic receptor	1
15771415	10.1021/jm049632c	D(1A) dopamine receptor	1
15125929	10.1016/j.bmcl.2004.03.069	Rattus norvegicus	1
15125929	10.1016/j.bmcl.2004.03.069	Histamine H1 receptor	1
15125929	10.1016/j.bmcl.2004.03.069	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine