Compound Detail

CHEMBL516088

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COc1c(OCCF)cccc1C(=O)C1CCN(CCc2ccc(F)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL516088
Phase	Preclinical
Structure Type	MOL
InChI Key	HVJOIRMQZXEGPW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

403.5

MW (Da)

4.32

ALogP

HBA

HBD

38.8

PSA (Å²)

0.58

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H27F2NO3
MW	403.47
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.93

Activity Summary

Ki 20 meas. best 8.49

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	8.49	8.49	3.2	1
Unchecked CHEMBL612545	Ki	7.07	7.07	86.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.89	6.89	128.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.84	6.84	146.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.76	6.76	174.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.68	6.68	210.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.48	6.48	333.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.26	6.26	550.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.15	6.15	713.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.06	6.06	863.0	1
Histamine H1 receptor CHEMBL231	Ki	6.03	6.03	944.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.02	6.02	960.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.85	5.85	1410.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.8	5.8	1584.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.77	5.77	1681.0	1
Histamine H2 receptor CHEMBL1941	Ki	5.75	5.75	1757.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.66	5.66	2174.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.51	5.51	3087.0	1
D(2) dopamine receptor CHEMBL217	Ki	5.42	5.42	3828.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.13	5.13	7398.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	3.23	nM	8.49	Displacement of [3H]MDL from rat 5HT2A receptor expressed in GF62 cells by liqui...	19329329
Unchecked	Ki	=	86.0	nM	7.07	Inhibition of human cloned sigma2 opioid receptor by competitive binding experim...	19329329
5-hydroxytryptamine receptor 2C	Ki	=	128.0	nM	6.89	Inhibition of human cloned 5-HT2C receptor by competitive binding experiment	19329329
Alpha-1A adrenergic receptor	Ki	=	146.0	nM	6.84	Inhibition of human cloned alpha1A adrenergic receptor by competitive binding ex...	19329329
D(4) dopamine receptor	Ki	=	174.0	nM	6.76	Inhibition of human cloned dopamine D4 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 7	Ki	=	210.0	nM	6.68	Inhibition of human cloned 5HT7 receptor by competitive binding experiment	19329329
Alpha-2C adrenergic receptor	Ki	=	333.0	nM	6.48	Inhibition of human cloned Alpha-2C adrenergic receptor by competitive binding e...	19329329
Alpha-1B adrenergic receptor	Ki	=	550.0	nM	6.26	Inhibition of human cloned Alpha-1B adrenergic receptor by competitive binding e...	19329329
5-hydroxytryptamine receptor 1D	Ki	=	713.0	nM	6.15	Inhibition of human cloned 5HT1D receptor by competitive binding experiment	19329329
Alpha-2A adrenergic receptor	Ki	=	863.0	nM	6.06	Inhibition of human cloned alpha2A adrenergic receptor by competitive binding ex...	19329329
Histamine H1 receptor	Ki	=	944.0	nM	6.03	Inhibition of human cloned histamine H1 receptor by competitive binding experime...	19329329
5-hydroxytryptamine receptor 2B	Ki	=	960.0	nM	6.02	Inhibition of human cloned 5HT2B receptor by competitive binding experiment	19329329
D(1A) dopamine receptor	Ki	=	1410.0	nM	5.85	Inhibition of human cloned dopamine D1 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 5A	Ki	=	1584.0	nM	5.8	Inhibition of human cloned 5HT5A receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 1A	Ki	=	1681.0	nM	5.77	Inhibition of human cloned 5HT1A receptor by competitive binding experiment	19329329
Histamine H2 receptor	Ki	=	1757.0	nM	5.75	Inhibition of human cloned histamine H2 receptor by competitive binding experime...	19329329
5-hydroxytryptamine receptor 1B	Ki	=	2174.0	nM	5.66	Inhibition of human cloned 5HT1B receptor by competitive binding experiment	19329329
Sodium-dependent serotonin transporter	Ki	=	3087.0	nM	5.51	Inhibition of human cloned SERT by competitive binding experiment	19329329
D(2) dopamine receptor	Ki	=	3828.0	nM	5.42	Inhibition of human cloned dopamine D2 receptor by competitive binding experimen...	19329329
D(1B) dopamine receptor	Ki	=	7398.0	nM	5.13	Inhibition of human cloned dopamine D5 receptor by competitive binding experimen...	19329329

Literature References

PubMed	DOI	Target Context	# Activities
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 5A	1
19329329	10.1016/j.bmc.2009.03.021	Kappa-type opioid receptor	1
19329329	10.1016/j.bmc.2009.03.021	Histamine H3 receptor	1
19329329	10.1016/j.bmc.2009.03.021	Histamine H2 receptor	1
19329329	10.1016/j.bmc.2009.03.021	Histamine H1 receptor	1
19329329	10.1016/j.bmc.2009.03.021	Beta-3 adrenergic receptor	1
19329329	10.1016/j.bmc.2009.03.021	D(1B) dopamine receptor	1
19329329	10.1016/j.bmc.2009.03.021	D(4) dopamine receptor	1
19329329	10.1016/j.bmc.2009.03.021	D(1A) dopamine receptor	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 7	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 6	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 1A	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 3A	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 2B	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 1E	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 1D	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 1B	1
19329329	10.1016/j.bmc.2009.03.021	No relevant target	1
19329329	10.1016/j.bmc.2009.03.021	D(2) dopamine receptor	1
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine