Compound Detail

CHEMBL286725

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COc1cccc(C(=O)NCCN2CCN(c3ccccc3OC)CC2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL286725
Phase	Preclinical
Structure Type	MOL
InChI Key	LXCQKNOPMINDBU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

369.5

MW (Da)

2.26

ALogP

HBA

HBD

54.0

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H27N3O3
MW	369.46
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-1.62

Activity Summary

Ki 8 meas. best 10.22

IC50 4 meas. best 10.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	10.22	10.22	0.1	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	10.05	10.05	0.1	1
D(4) dopamine receptor CHEMBL219	IC50	9.0	9.0	1.0	1
D(4) dopamine receptor CHEMBL219	Ki	8.96	8.925	1.1	2
D(2) dopamine receptor CHEMBL339	Ki	6.85	6.85	141.0	1
D(3) dopamine receptor CHEMBL3138	Ki	6.84	6.84	145.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.75	6.75	180.0	2
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	6.44	6.44	360.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.33	6.33	467.0	1
D(2) dopamine receptor CHEMBL217	IC50	6.16	6.16	700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	0.06	nM	10.22	Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal me...	12477356
5-hydroxytryptamine receptor 1A	IC50	=	0.09	nM	10.05	Binding affinity was measured at the serotonin 5-hydroxytryptamine 1A receptor u...	9822559
D(4) dopamine receptor	IC50	=	1.0	nM	9.0	In vitro binding affinity at human cloned Dopamine receptor D4.2 by [3H]YM-09151...	9822559
D(4) dopamine receptor	Ki	=	1.1	nM	8.96	Binding affinity towards human Dopamine receptor D4 using [3H]spiroperidol as ra...	12477356
D(4) dopamine receptor	Ki	=	1.3	nM	8.89	Displacement of [3H]YM-09151-2 from human Dopamine receptor D4.2 expressed in ba...	-
D(2) dopamine receptor	Ki	=	141.0	nM	6.85	Displacement of [3H]spiperone from Dopamine receptor D2 of rat corpora striata s...	-
D(3) dopamine receptor	Ki	=	145.0	nM	6.84	Binding affinity towards Dopamine receptor D3 of rat using [3H]spiroperidol as r...	12477356
Adrenergic receptor alpha-1	Ki	=	180.0	nM	6.75	Displacement of [3H]prazosin from Alpha-1 adrenergic receptor of rat cerebral co...	-
Adrenergic receptor alpha-1	Ki	=	180.0	nM	6.75	Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes	12477356
Adrenergic receptor alpha-1	IC50	=	360.0	nM	6.44	Binding affinity was measured at the Alpha-1 adrenergic receptor using [3H]prazo...	9822559
D(2) dopamine receptor	Ki	=	467.0	nM	6.33	Binding affinity towards human Dopamine receptor D2 using [3H]spiroperidol as ra...	12477356
D(2) dopamine receptor	IC50	=	700.0	nM	6.16	In vitro binding affinity at human cloned Dopamine receptor D2 by [3H]spiroperid...	9822559

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1016/S0960-894X(97)00218-7	Unchecked	2
-	10.1016/S0960-894X(97)00218-7	D(4) dopamine receptor	1
-	10.1016/S0960-894X(97)00218-7	D(2) dopamine receptor	1
-	10.1016/S0960-894X(97)00218-7	Adrenergic receptor alpha-1	1
12477356	10.1021/jm020952a	D(3) dopamine receptor	1
12477356	10.1021/jm020952a	D(4) dopamine receptor	1
12477356	10.1021/jm020952a	D(2) dopamine receptor	1
12477356	10.1021/jm020952a	5-hydroxytryptamine receptor 1A	1
12477356	10.1021/jm020952a	Adrenergic receptor alpha-1	1
12477356	10.1021/jm020952a	No relevant target	1
9822559	10.1021/jm981041x	D(4) dopamine receptor	1
9822559	10.1021/jm981041x	D(2) dopamine receptor	1
9822559	10.1021/jm981041x	5-hydroxytryptamine receptor 1A	1
9822559	10.1021/jm981041x	Adrenergic receptor alpha-1	1

Data from ChEMBL 36 via Core Engine