Compound Detail

CHEMBL140406

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COc1cccc2c1CCC/C2=C\CCN1CCN(c2ccccn2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL140406
Phase	Preclinical
Structure Type	MOL
InChI Key	MEJDASWPPCVZOR-UFWORHAWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

363.5

MW (Da)

4.02

ALogP

HBA

HBD

28.6

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H29N3O
MW	363.51
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.93

Activity Summary

IC50 5 meas. best 9.46

Ki 4 meas. best 9.51

EC50 2 meas. best 8.53

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.51	9.51	0.3	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	9.51	9.51	0.3	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	9.46	9.46	0.3	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	8.53	7.0	3.0	2
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	7.22	7.22	60.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	7.14	7.14	72.2	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	7.0	7.0	99.1	1
D(2) dopamine receptor CHEMBL339	Ki	6.9	6.9	125.0	1
D(2) dopamine receptor CHEMBL339	IC50	6.82	6.82	150.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	6.38	6.38	417.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	0.31	nM	9.51	Binding was determined on 5-hydroxytryptamine 1A receptor in rat hippocampal mem...	11728188
5-hydroxytryptamine receptor 1A	Ki	=	0.31	nM	9.51	Agonist activity at human 5-HT1A receptor expressed in human HeLa cell membranes...	26081758
5-hydroxytryptamine receptor 1A	IC50	=	0.35	nM	9.46	In vitro binding affinity measured on serotonin 5-hydroxytryptamine 1A receptor ...	7699710
5-hydroxytryptamine receptor 1A	EC50	=	2.951	nM	8.53	Agonist activity at human 5-HT1A receptor expressed in CHO cells assessed as inh...	26081758
Adrenergic receptor alpha-1	Ki	=	60.0	nM	7.22	Binding affinity towards alpha-1 adrenergic receptor in rat cortical membranes	11728188
Adrenergic receptor alpha-1	IC50	=	72.2	nM	7.14	In vitro binding affinity measured on alpha-1 adrenergic receptor using [3H]praz...	7699710
Sigma non-opioid intracellular receptor 1	IC50	=	99.1	nM	7.0	In vitro binding affinity measured on sigma opioid receptor using [3H]DTG as rad...	7699710
D(2) dopamine receptor	Ki	=	125.0	nM	6.9	Binding affinity towards dopamine receptor D2 in rat striatal membranes	11728188
D(2) dopamine receptor	IC50	=	150.0	nM	6.82	In vitro binding affinity measured on dopamine receptor D2 using [3H]spiroperido...	7699710
Serotonin 2 (5-HT2) receptor	IC50	=	417.0	nM	6.38	In vitro binding affinity measured on serotonin 5-hydroxytryptamine 2 receptor u...	7699710
5-hydroxytryptamine receptor 1A	EC50	=	3388.44	nM	5.47	Agonist activity at human 5-HT1A receptor expressed in CHO cells after 90 mins b...	26081758

Literature References

PubMed	DOI	Target Context	# Activities
26081758	10.1016/j.bmc.2015.05.042	5-hydroxytryptamine receptor 1A	6
7699710	10.1021/jm00006a013	Unchecked	2
7699710	10.1021/jm00006a013	5-hydroxytryptamine receptor 1A	1
7699710	10.1021/jm00006a013	Serotonin 2 (5-HT2) receptor	1
7699710	10.1021/jm00006a013	D(2) dopamine receptor	1
7699710	10.1021/jm00006a013	Adrenergic receptor alpha-1	1
7699710	10.1021/jm00006a013	Sigma non-opioid intracellular receptor 1	1
7699710	10.1021/jm00006a013	Serotonin 1a (5-HT1a) receptor/Adrenergic receptor alpha-1	1
11728188	10.1021/jm010866v	5-hydroxytryptamine receptor 1A	1
11728188	10.1021/jm010866v	D(2) dopamine receptor	1
11728188	10.1021/jm010866v	Adrenergic receptor alpha-1	1
11728188	10.1021/jm010866v	No relevant target	1

Data from ChEMBL 36 via Core Engine