Compound Detail

CHEMBL515472

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COc1c(OCCF)cccc1[C@H](O)C1CCN(CCc2ccc(F)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL515472
Phase	Preclinical
Structure Type	MOL
InChI Key	QCFZUTYIUYQTPW-JOCHJYFZSA-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 19 meas. best 9.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	9.14	9.14	0.7	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	7.28	7.215	53.0	2
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.23	7.23	59.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.5	6.5	320.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.47	6.47	335.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.36	6.36	442.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.3	6.3	500.0	1
Histamine H1 receptor CHEMBL231	Ki	6.29	6.29	509.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.05	6.05	884.0	1
Unchecked CHEMBL612545	Ki	6.04	6.04	923.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.97	5.97	1062.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.66	5.66	2207.0	1
Histamine H2 receptor CHEMBL1941	Ki	5.62	5.62	2428.0	1
D(2) dopamine receptor CHEMBL217	Ki	5.57	5.57	2686.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.42	5.42	3828.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.42	5.42	3842.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.17	5.17	6814.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.13	5.13	7419.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	0.72	nM	9.14	Displacement of [3H]MDL from rat 5HT2A receptor expressed in GF62 cells by liqui...	19329329
5-hydroxytryptamine receptor 2C	Ki	=	53.0	nM	7.28	Inhibition of human cloned 5-HT2C receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 7	Ki	=	59.0	nM	7.23	Inhibition of human cloned 5HT7 receptor by competitive binding experiment	19329329
5-hydroxytryptamine receptor 2C	Ki	=	71.0	nM	7.15	Binding affinity to human 5-HT2C assessed as inhibition constant	35939391
5-hydroxytryptamine receptor 2B	Ki	=	320.0	nM	6.5	Inhibition of human cloned 5HT2B receptor by competitive binding experiment	19329329
Alpha-1A adrenergic receptor	Ki	=	335.0	nM	6.47	Inhibition of human cloned alpha1A adrenergic receptor by competitive binding ex...	19329329
D(4) dopamine receptor	Ki	=	442.0	nM	6.36	Inhibition of human cloned dopamine D4 receptor by competitive binding experimen...	19329329
Alpha-1B adrenergic receptor	Ki	=	500.0	nM	6.3	Inhibition of human cloned Alpha-1B adrenergic receptor by competitive binding e...	19329329
Histamine H1 receptor	Ki	=	509.0	nM	6.29	Inhibition of human cloned histamine H1 receptor by competitive binding experime...	19329329
5-hydroxytryptamine receptor 1B	Ki	=	884.0	nM	6.05	Inhibition of human cloned 5HT1B receptor by competitive binding experiment	19329329
Unchecked	Ki	=	923.0	nM	6.04	Inhibition of human cloned sigma2 opioid receptor by competitive binding experim...	19329329
5-hydroxytryptamine receptor 1D	Ki	=	1062.0	nM	5.97	Inhibition of human cloned 5HT1D receptor by competitive binding experiment	19329329
Sodium-dependent serotonin transporter	Ki	=	2207.0	nM	5.66	Inhibition of human cloned SERT by competitive binding experiment	19329329
Histamine H2 receptor	Ki	=	2428.0	nM	5.62	Inhibition of human cloned histamine H2 receptor by competitive binding experime...	19329329
D(2) dopamine receptor	Ki	=	2686.0	nM	5.57	Inhibition of human cloned dopamine D2 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 6	Ki	=	3842.0	nM	5.42	Inhibition of human cloned 5HT6 receptor by competitive binding experiment	19329329
D(1A) dopamine receptor	Ki	=	3828.0	nM	5.42	Inhibition of human cloned dopamine D1 receptor by competitive binding experimen...	19329329
5-hydroxytryptamine receptor 5A	Ki	=	6814.0	nM	5.17	Inhibition of human cloned 5HT5A receptor by competitive binding experiment	19329329
D(1B) dopamine receptor	Ki	=	7419.0	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
35939391	10.1021/acs.jmedchem.2c00633	5-hydroxytryptamine receptor 2C	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