Compound Detail

CHEMBL244990

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O=C(NCCC(O)CN1CCN(c2cccc(Cl)c2Cl)CC1)c1ccc(-c2ccccn2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL244990
Phase	Preclinical
Structure Type	MOL
InChI Key	JTJUCUMXKUPFBQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

499.4

MW (Da)

4.36

ALogP

HBA

HBD

68.7

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H28Cl2N4O2
MW	499.44
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-1.38

Activity Summary

Ki 8 meas. best 8.52

IC50 3 meas. best 9.0

EC50 2 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(3) dopamine receptor CHEMBL234	EC50	9.0	9.0	1.0	1
D(3) dopamine receptor CHEMBL234	IC50	9.0	9.0	1.0	2
D(3) dopamine receptor CHEMBL234	Ki	8.52	8.52	3.0	3
D(2) dopamine receptor CHEMBL217	EC50	7.8	7.8	15.8	1
D(2) dopamine receptor CHEMBL217	IC50	7.8	7.8	15.8	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.46	7.46	34.3	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.37	7.37	42.3	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.94	6.94	115.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.57	6.57	267.0	1
D(4) dopamine receptor CHEMBL219	Ki	5.33	5.33	4620.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(3) dopamine receptor	EC50	=	1.0	nM	9.0	Agonist activity at human dopamine D3 receptor expressed in HEK293 cells by mito...	17672446
D(3) dopamine receptor	IC50	=	1.0	nM	9.0	Binding Assay: Methods for performing in vitro dopamine receptor binding studies...	-
D(3) dopamine receptor	IC50	=	1.0	nM	9.0	Binding Assay: Methods for performing in vitro dopamine receptor binding studies...	-
D(3) dopamine receptor	Ki	=	3.0	nM	8.52	Displacement of [125I]IABN from human dopamine D3 receptor expressed in HEK293 c...	17672446
D(3) dopamine receptor	Ki	=	3.0	nM	8.52	Binding Assay: Methods for performing in vitro dopamine receptor binding studies...	-
D(3) dopamine receptor	Ki	=	3.0	nM	8.52	Binding Assay: Methods for performing in vitro dopamine receptor binding studies...	-
D(2) dopamine receptor	EC50	=	15.8	nM	7.8	Agonist activity at human dopamine D2 receptor expressed in HEK293 cells by mito...	17672446
D(2) dopamine receptor	IC50	=	15.8	nM	7.8	Functional Assay: To measure D2 and D3 stimulation of mitogenesis (agonist assay...	-
5-hydroxytryptamine receptor 1A	Ki	=	34.3	nM	7.46	Binding affinity to human 5HT1A receptor	17672446
5-hydroxytryptamine receptor 2A	Ki	=	42.3	nM	7.37	Binding affinity to human 5HT2A receptor	17672446
5-hydroxytryptamine receptor 2C	Ki	=	115.0	nM	6.94	Binding affinity to human 5HT2C receptor	17672446
D(2) dopamine receptor	Ki	=	267.0	nM	6.57	Displacement of [125I]IABN from human dopamine D2 receptor expressed in HEK293 c...	17672446
D(4) dopamine receptor	Ki	=	4620.0	nM	5.33	Displacement of [125I]IABN from human dopamine D4 receptor expressed in HEK293 c...	17672446

Literature References

PubMed	DOI	Target Context	# Activities
17672446	10.1021/jm0704200	D(2) dopamine receptor	3
17672446	10.1021/jm0704200	D(3) dopamine receptor	3
17672446	10.1021/jm0704200	Unchecked	3
17672446	10.1021/jm0704200	Dopamine receptors; D2 & D3	1
17672446	10.1021/jm0704200	D(4) dopamine receptor	1
17672446	10.1021/jm0704200	Dopamine receptors; D3 & D4	1
17672446	10.1021/jm0704200	5-hydroxytryptamine receptor 1A	1
17672446	10.1021/jm0704200	5-hydroxytryptamine receptor 2A	1
17672446	10.1021/jm0704200	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine