Compound Detail

CHEMBL303336

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

c1ccc(CN2CCC3(CCCc4ccccc43)CC2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL303336
Phase	Preclinical
Structure Type	MOL
InChI Key	MLDCBJPLHBPJET-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

291.4

MW (Da)

4.56

ALogP

HBA

HBD

3.2

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H25N
MW	291.44
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.58

Activity Summary

IC50 7 meas. best 9.59

Ki 7 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma non-opioid intracellular receptor 1 CHEMBL3602	IC50	9.59	9.0333	0.3	3
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	8.7	8.7	2.0	2
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	8.62	8.62	2.4	1
Sigma 2 receptor CHEMBL613288	IC50	7.92	7.92	12.0	1
Sigma intracellular receptor 2 CHEMBL4105864	Ki	7.36	7.36	44.0	2
D(2) dopamine receptor CHEMBL217	Ki	6.19	6.19	640.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	6.0	6.0	1000.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2095200	Ki	5.71	5.71	1934.0	1
D(2) dopamine receptor CHEMBL339	IC50	5.43	5.43	3700.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	5.15	5.15	7100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma non-opioid intracellular receptor 1	IC50	=	0.26	nM	9.59	Compound was evaluated for the binding affinity towards Sigma receptor type 1 us...	7783132
Sigma non-opioid intracellular receptor 1	IC50	=	0.26	nM	9.59	Binding affinity towards sigma receptor binding site 1 using [3H](+)-pentazocine	7783131
Sigma non-opioid intracellular receptor 1	Ki	=	2.0	nM	8.7	Displacement of [3H]-(+)pentazocine from sigma-1 receptor in guinea pig brain me...	29039662
Sigma non-opioid intracellular receptor 1	Ki	=	2.0	nM	8.7	Binding affinity to Guinea pig brain Sigma1 receptor assessed as inhibition cons...	33381970
Sigma non-opioid intracellular receptor 1	Ki	=	2.4	nM	8.62	Binding affinity for sigma receptor of guinea pig whole brain using [3H]-SKF- 10...	7905926
Sigma non-opioid intracellular receptor 1	IC50	=	12.0	nM	7.92	Binding affinity towards Sigma receptor type 2 in whole rat brain homogenates ex...	7783132
Sigma 2 receptor	IC50	=	12.0	nM	7.92	Binding affinity towards sigma receptor binding site 2 using [3H]DTG of whole ra...	7783131
Sigma intracellular receptor 2	Ki	=	44.0	nM	7.36	Displacement of [3H]-DTG from sigma-2 receptor in rat liver membranes after 180 ...	29039662
Sigma intracellular receptor 2	Ki	=	44.0	nM	7.36	Binding affinity to rat liver Sigma2 receptor assessed as inhibition constant	33381970
D(2) dopamine receptor	Ki	=	640.0	nM	6.19	Binding affinity for dopamine D2 receptor using [3H]spiperone in guinea pig stri...	7905926
Adrenergic receptor alpha-1	IC50	=	1000.0	nM	6.0	Binding affinity towards Alpha-1 adrenergic receptor binding site using [3H]praz...	7783131
Serotonin 2 (5-HT2) receptor	Ki	=	1934.0	nM	5.71	Binding affinity for serotonin 5-hydroxytryptamine 2 receptor using [3H]ketanser...	7905926
D(2) dopamine receptor	IC50	=	3700.0	nM	5.43	Binding affinity towards Dopamine receptor D2 binding site using [3H]spiroperido...	7783131
5-hydroxytryptamine receptor 2A	IC50	=	7100.0	nM	5.15	Binding affinity towards 5-hydroxytryptamine 2A receptor binding site using [3H]...	7783131

Literature References

PubMed	DOI	Target Context	# Activities
7783132	10.1021/jm00011a020	Sigma non-opioid intracellular receptor 1	3
7905926	10.1021/jm00029a008	Mus musculus	2
7783131	10.1021/jm00011a019	Sigma non-opioid intracellular receptor 1	2
7783131	10.1021/jm00011a019	5-hydroxytryptamine receptor 1A	1
33381970	10.1021/acs.jmedchem.0c01473	Unchecked	1
33381970	10.1021/acs.jmedchem.0c01473	Sigma intracellular receptor 2	1
33381970	10.1021/acs.jmedchem.0c01473	Sigma non-opioid intracellular receptor 1	1
29039662	10.1021/acs.jmedchem.7b00718	Sigma intracellular receptor 2	1
29039662	10.1021/acs.jmedchem.7b00718	Sigma non-opioid intracellular receptor 1	1
7783131	10.1021/jm00011a019	Adrenergic receptor alpha-1	1
7783131	10.1021/jm00011a019	D(2) dopamine receptor	1
7783131	10.1021/jm00011a019	5-hydroxytryptamine receptor 2A	1
7783131	10.1021/jm00011a019	Sigma 2 receptor	1
7905926	10.1021/jm00029a008	Rattus norvegicus	1
7905926	10.1021/jm00029a008	Serotonin 2 (5-HT2) receptor	1
7905926	10.1021/jm00029a008	D(2) dopamine receptor	1
7905926	10.1021/jm00029a008	Sigma non-opioid intracellular receptor 1	1

Data from ChEMBL 36 via Core Engine