Compound Detail

CHEMBL402143

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL402143
Phase	Preclinical
Structure Type	MOL
InChI Key	QCFZUTYIUYQTPW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

405.5

MW (Da)

4.17

ALogP

HBA

HBD

41.9

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H29F2NO3
MW	405.49
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.76

Activity Summary

Ki 15 meas. best 8.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	8.05	8.045	9.0	2
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	7.15	7.15	71.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.94	6.94	116.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.83	6.83	148.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.52	6.52	299.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.49	6.49	325.0	1
Histamine H1 receptor CHEMBL231	Ki	6.43	6.43	374.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.26	6.26	544.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.15	6.15	706.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.05	6.05	899.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.73	5.73	1846.0	1
Histamine H2 receptor CHEMBL1941	Ki	5.5	5.5	3178.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.45	5.45	3516.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.41	5.41	3890.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	9.0	nM	8.05	Displacement of [3H]MDL from rat 5HT2A receptor expressed in GF62 cells	18187324
5-hydroxytryptamine receptor 2A	Ki	=	9.02	nM	8.04	Displacement of [3H]MDL from rat 5HT2A receptor expressed in GF62 cells by liqui...	19329329
5-hydroxytryptamine receptor 2C	Ki	=	71.0	nM	7.15	Inhibition of human cloned 5-HT2C receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 7	Ki	=	116.0	nM	6.94	Inhibition of human cloned 5HT7 receptor by competitive binding experiment	19329329
Alpha-2C adrenergic receptor	Ki	=	148.0	nM	6.83	Inhibition of human cloned Alpha-2C adrenergic receptor by competitive binding e...	19329329
5-hydroxytryptamine receptor 2B	Ki	=	299.0	nM	6.52	Inhibition of human cloned 5HT2B receptor by competitive binding experiment	19329329
Alpha-1B adrenergic receptor	Ki	=	325.0	nM	6.49	Inhibition of human cloned Alpha-1B adrenergic receptor by competitive binding e...	19329329
Histamine H1 receptor	Ki	=	374.0	nM	6.43	Inhibition of human cloned histamine H1 receptor by competitive binding experime...	19329329
D(4) dopamine receptor	Ki	=	544.0	nM	6.26	Inhibition of human cloned dopamine D4 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 1D	Ki	=	706.0	nM	6.15	Inhibition of human cloned 5HT1D receptor by competitive binding experiment	19329329
D(1A) dopamine receptor	Ki	=	899.0	nM	6.05	Inhibition of human cloned dopamine D1 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 1B	Ki	=	1846.0	nM	5.73	Inhibition of human cloned 5HT1B receptor by competitive binding experiment	19329329
Histamine H2 receptor	Ki	=	3178.0	nM	5.5	Inhibition of human cloned histamine H2 receptor by competitive binding experime...	19329329
Sodium-dependent serotonin transporter	Ki	=	3516.0	nM	5.45	Inhibition of human cloned SERT by competitive binding experiment	19329329
5-hydroxytryptamine receptor 6	Ki	=	3890.0	nM	5.41	Inhibition of human cloned 5HT6 receptor by competitive binding experiment	19329329

Literature References

PubMed	DOI	Target Context	# Activities
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 3A	1
19329329	10.1016/j.bmc.2009.03.021	Mu-type opioid 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 5A	1
18187324	10.1016/j.bmcl.2007.12.054	5-hydroxytryptamine receptor 2A	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
19329329	10.1016/j.bmc.2009.03.021	5-hydroxytryptamine receptor 2A	1

Data from ChEMBL 36 via Core Engine