Compound Detail

CHEMBL4867978

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Fc1ccc2c(C3CCN(CCCOc4ccc(CCN5CCOCC5)cc4)CC3)noc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4867978
Phase	Preclinical
Structure Type	MOL
InChI Key	BTEMXIHCAGOPHX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

467.6

MW (Da)

4.49

ALogP

HBA

HBD

51.0

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H34FN3O3
MW	467.59
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-1.40

Activity Summary

Ki 9 meas. best 8.25

IC50 7 meas. best 7.95

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.25	8.25	5.6	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.08	8.08	8.4	1
D(3) dopamine receptor CHEMBL234	Ki	8.02	8.02	9.6	1
D(2) dopamine receptor CHEMBL217	Ki	7.98	7.98	10.5	1
D(2) dopamine receptor CHEMBL217	IC50	7.95	7.95	11.3	1
Histamine H3 receptor CHEMBL264	Ki	7.85	7.85	14.0	1
Histamine H3 receptor CHEMBL264	IC50	7.56	7.56	27.6	1
D(3) dopamine receptor CHEMBL234	IC50	7.2	7.2	63.7	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.85	6.85	141.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	6.73	6.73	185.5	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	6.61	6.61	246.6	1
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	6.46	6.46	348.4	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.36	6.36	438.2	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.21	6.21	610.4	1
Histamine H1 receptor CHEMBL231	Ki	6.01	6.01	968.3	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.62	5.62	2410.1	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	179.8	ng.hr.mL-1	Rattus norvegicus
AUC	347.7	ng.hr.mL-1	Rattus norvegicus
AUC	185.0	ng.hr.mL-1	Rattus norvegicus
AUC	453.6	ng.hr.mL-1	Rattus norvegicus
CL	45.0	mL.min-1.kg-1	Rattus norvegicus
CL	173.33	mL.min-1.kg-1	Rattus norvegicus
Cmax	275.88	nM	Rattus norvegicus
Cmax	218.35	nM	Rattus norvegicus
F	24.0	%	Rattus norvegicus
T1/2	1.7	hr	Rattus norvegicus
T1/2	5.0	hr	Rattus norvegicus
Tmax	0.1	hr	Rattus norvegicus
Tmax	0.5	hr	Rattus norvegicus
Vd	6.5	L.kg-1	Rattus norvegicus
Vd	89.5	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	5.6	nM	8.25	Binding affinity to 5-HT1A receptor (unknown origin)	33705900
5-hydroxytryptamine receptor 2A	Ki	=	8.4	nM	8.08	Binding affinity to 5-HT2A receptor (unknown origin)	33705900
D(3) dopamine receptor	Ki	=	9.6	nM	8.02	Binding affinity to dopamine D3 receptor (unknown origin)	33705900
D(2) dopamine receptor	Ki	=	10.5	nM	7.98	Binding affinity to dopamine D2 receptor (unknown origin)	33705900
D(2) dopamine receptor	IC50	=	11.3	nM	7.95	Antagonist activity at D2 receptor (unknown origin)	33705900
Histamine H3 receptor	Ki	=	14.0	nM	7.85	Binding affinity to histamine H3 receptor (unknown origin)	33705900
Histamine H3 receptor	IC50	=	27.6	nM	7.56	Antagonist activity at histamine H3 receptor (unknown origin)	33705900
D(3) dopamine receptor	IC50	=	63.7	nM	7.2	Antagonist activity at D3 receptor (unknown origin)	33705900
5-hydroxytryptamine receptor 6	Ki	=	141.0	nM	6.85	Binding affinity to 5-HT6 receptor (unknown origin)	33705900
5-hydroxytryptamine receptor 2A	IC50	=	185.5	nM	6.73	Antagonist activity at 5-HT2A receptor (unknown origin)	33705900
5-hydroxytryptamine receptor 1A	IC50	=	246.6	nM	6.61	Antagonist activity at 5-HT1A receptor (unknown origin)	33705900
5-hydroxytryptamine receptor 6	IC50	=	348.4	nM	6.46	Antagonist activity at 5-HT6 receptor (unknown origin)	33705900
Alpha-1A adrenergic receptor	Ki	=	438.2	nM	6.36	Binding affinity to alpha1 adrenoceptor (unknown origin)	33705900
5-hydroxytryptamine receptor 2C	Ki	=	610.4	nM	6.21	Binding affinity to 5-HT2C receptor (unknown origin)	33705900
Histamine H1 receptor	Ki	=	968.3	nM	6.01	Binding affinity to histamine H1 receptor (unknown origin)	33705900
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	2410.1	nM	5.62	Inhibition of human ERG by automated patch method relative to control	33705900

Literature References

PubMed	DOI	Target Context	# Activities
33705900	10.1016/j.bmcl.2021.127909	ADMET	19
33705900	10.1016/j.bmcl.2021.127909	Rattus norvegicus	5
33705900	10.1016/j.bmcl.2021.127909	Mus musculus	4
33705900	10.1016/j.bmcl.2021.127909	D(2) dopamine receptor	3
33705900	10.1016/j.bmcl.2021.127909	D(3) dopamine receptor	3
33705900	10.1016/j.bmcl.2021.127909	5-hydroxytryptamine receptor 1A	3
33705900	10.1016/j.bmcl.2021.127909	5-hydroxytryptamine receptor 2A	3
33705900	10.1016/j.bmcl.2021.127909	5-hydroxytryptamine receptor 6	3
33705900	10.1016/j.bmcl.2021.127909	Histamine H3 receptor	3
33705900	10.1016/j.bmcl.2021.127909	5-hydroxytryptamine receptor 2C	1
33705900	10.1016/j.bmcl.2021.127909	Alpha-1A adrenergic receptor	1
33705900	10.1016/j.bmcl.2021.127909	Histamine H1 receptor	1
33705900	10.1016/j.bmcl.2021.127909	Voltage-gated inwardly rectifying potassium channel KCNH2	1
33705900	10.1016/j.bmcl.2021.127909	Unchecked	1

Data from ChEMBL 36 via Core Engine