Compound Detail

CHEMBL490632

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL490632
Phase	Preclinical
Structure Type	MOL
InChI Key	PPXOTGGYVKBLCQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

399.5

MW (Da)

4.49

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	C24H30FNO3
MW	399.51
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.82

Activity Summary

Ki 16 meas. best 8.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	8.34	8.34	4.6	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.81	6.81	154.0	1
Unchecked CHEMBL612545	Ki	6.64	6.64	228.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.3	6.3	497.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.25	6.25	559.0	1
Histamine H1 receptor CHEMBL231	Ki	6.18	6.18	665.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.14	6.14	731.0	1
Histamine H2 receptor CHEMBL1941	Ki	6.08	6.08	827.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.04	6.04	923.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.0	6.0	1009.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.77	5.77	1684.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.72	5.72	1883.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.71	5.71	1930.0	1
Mu-type opioid receptor CHEMBL233	Ki	5.7	5.7	2009.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.47	5.47	3359.0	1
Histamine H3 receptor CHEMBL264	Ki	5.04	5.04	9033.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	4.56	nM	8.34	Displacement of [3H]MDL from rat 5HT2A receptor expressed in GF62 cells by liqui...	19329329
Alpha-2C adrenergic receptor	Ki	=	154.0	nM	6.81	Inhibition of human cloned Alpha-2C adrenergic receptor by competitive binding e...	19329329
Unchecked	Ki	=	228.0	nM	6.64	Inhibition of human cloned sigma2 opioid receptor by competitive binding experim...	19329329
5-hydroxytryptamine receptor 2C	Ki	=	497.0	nM	6.3	Inhibition of human cloned 5-HT2C receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 2B	Ki	=	559.0	nM	6.25	Inhibition of human cloned 5HT2B receptor by competitive binding experiment	19329329
Histamine H1 receptor	Ki	=	665.0	nM	6.18	Inhibition of human cloned histamine H1 receptor by competitive binding experime...	19329329
5-hydroxytryptamine receptor 7	Ki	=	731.0	nM	6.14	Inhibition of human cloned 5HT7 receptor by competitive binding experiment	19329329
Histamine H2 receptor	Ki	=	827.0	nM	6.08	Inhibition of human cloned histamine H2 receptor by competitive binding experime...	19329329
D(4) dopamine receptor	Ki	=	923.0	nM	6.04	Inhibition of human cloned dopamine D4 receptor by competitive binding experimen...	19329329
Sodium-dependent serotonin transporter	Ki	=	1009.0	nM	6.0	Inhibition of human cloned SERT by competitive binding experiment	19329329
5-hydroxytryptamine receptor 5A	Ki	=	1684.0	nM	5.77	Inhibition of human cloned 5HT5A receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 1A	Ki	=	1883.0	nM	5.72	Inhibition of human cloned 5HT1A receptor by competitive binding experiment	19329329
D(1A) dopamine receptor	Ki	=	1930.0	nM	5.71	Inhibition of human cloned dopamine D1 receptor by competitive binding experimen...	19329329
Mu-type opioid receptor	Ki	=	2009.0	nM	5.7	Inhibition of human cloned mu opioid receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 1B	Ki	=	3359.0	nM	5.47	Inhibition of human cloned 5HT1B receptor by competitive binding experiment	19329329
Histamine H3 receptor	Ki	=	9033.0	nM	5.04	Inhibition of human cloned histamine H3 receptor by competitive binding experime...	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