Compound Detail

CHEMBL4102628

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O=C1CCc2ccc(OCCCCN3CCCN(c4ccc(O)c5[nH]c(=O)ccc45)CC3)cc2N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4102628
Phase	Preclinical
Structure Type	MOL
InChI Key	RWMHVMBWEZTTSB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

476.6

MW (Da)

3.49

ALogP

HBA

HBD

97.9

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H32N4O4
MW	476.58
Aromatic Rings	3
Heavy Atoms	35
NP-Likeness	-0.60

Activity Summary

Ki 8 meas. best 9.09

EC50 3 meas. best 7.17

IC50 1 meas. best 4.71

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(2) dopamine receptor CHEMBL217	Ki	9.09	8.945	0.8	2
D(3) dopamine receptor CHEMBL234	Ki	8.72	8.72	1.9	1
Unchecked CHEMBL612545	Ki	7.21	7.015	61.0	2
D(2) dopamine receptor CHEMBL217	EC50	7.17	6.8633	67.0	3
D(4) dopamine receptor CHEMBL219	Ki	7.12	7.12	75.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.47	5.47	3400.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	4.96	4.96	11000.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.71	4.71	19700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	2.167	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(2) dopamine receptor	Ki	=	0.81	nM	9.09	Displacement of [3H]spiperone from human D2SR expressed in CHO cell membranes by...	28489379
D(2) dopamine receptor	Ki	=	1.6	nM	8.8	Displacement of [3H]spiperone from human D2LR expressed in CHO cell membranes by...	28489379
D(3) dopamine receptor	Ki	=	1.9	nM	8.72	Displacement of [3H]spiperone from human D3R expressed in CHO cell membranes by ...	28489379
Unchecked	Ki	=	61.0	nM	7.21	Displacement of [3H]prazosin from alpha1-adrenergic receptor in porcine cerebral...	28489379
D(2) dopamine receptor	EC50	=	67.0	nM	7.17	Agonist activity at human D2S receptor expressed in HEK293T cell membranes coexp...	28489379
D(4) dopamine receptor	Ki	=	75.0	nM	7.12	Displacement of [3H]spiperone from human D4R expressed in CHO cell membranes by ...	28489379
Unchecked	Ki	=	150.0	nM	6.82	Displacement of [3H]WAY100635 from 5-HT1AR in porcine cerebral cortex by radioli...	28489379
D(2) dopamine receptor	EC50	=	190.0	nM	6.72	Partial agonist activity at human D2SR expressed in HEK293T cells co-expressing ...	28489379
D(2) dopamine receptor	EC50	=	200.0	nM	6.7	Partial agonist activity at human D2SR expressed in HEK293T cells co-expressing ...	28489379
5-hydroxytryptamine receptor 2A	Ki	=	3400.0	nM	5.47	Displacement of [3H]ketanserin from human 5-HT2AR expressed in HEK293T cell memb...	28489379
D(1A) dopamine receptor	Ki	=	11000.0	nM	4.96	Displacement of [3H]SCH23390 from human D1R expressed in HEK293T cell membranes ...	28489379
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	19700.0	nM	4.71	Inhibition of human ERG expressed in CHO cells assessed as reduction in tail cur...	28489379

Literature References

PubMed	DOI	Target Context	# Activities
28489379	10.1021/acs.jmedchem.7b00363	D(2) dopamine receptor	8
28489379	10.1021/acs.jmedchem.7b00363	Unchecked	6
28489379	10.1021/acs.jmedchem.7b00363	Voltage-gated inwardly rectifying potassium channel KCNH2	5
28489379	10.1021/acs.jmedchem.7b00363	Liver	2
28489379	10.1021/acs.jmedchem.7b00363	D(1A) dopamine receptor	1
28489379	10.1021/acs.jmedchem.7b00363	D(3) dopamine receptor	1
28489379	10.1021/acs.jmedchem.7b00363	D(4) dopamine receptor	1
28489379	10.1021/acs.jmedchem.7b00363	D(1B) dopamine receptor	1
28489379	10.1021/acs.jmedchem.7b00363	5-hydroxytryptamine receptor 2A	1
28489379	10.1021/acs.jmedchem.7b00363	HEK293	1

Data from ChEMBL 36 via Core Engine