Compound Detail

CHEMBL53325

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COc1cccc2c1CCCC2CCCN1CCN(C2CCCCC2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL53325
Phase	Preclinical
Structure Type	MOL
InChI Key	PHRCDWVPTULQMT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

370.6

MW (Da)

4.85

ALogP

HBA

HBD

15.7

PSA (Å²)

0.71

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H38N2O
MW	370.58
Aromatic Rings	1
Heavy Atoms	27
NP-Likeness	-0.46

Activity Summary

Ki 52 meas. best 9.55

EC50 10 meas. best 6.26

IC50 4 meas. best 8.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.55	9.292	0.3	10
Sigma intracellular receptor 2 CHEMBL4105907	Ki	9.47	9.116	0.3	5
Sigma 2 receptor CHEMBL613288	Ki	9.47	9.47	0.3	1
Sigma intracellular receptor 2 CHEMBL4105864	Ki	9.47	9.27	0.3	3
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	9.42	9.0325	0.4	8
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	9.42	8.5289	0.4	9
Unchecked CHEMBL612545	IC50	8.92	8.645	1.2	2
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	8.83	7.99	1.5	2
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase CHEMBL5525	Ki	8.08	8.08	8.4	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	7.54	7.54	28.6	1
PC-3 CHEMBL390	Ki	7.42	7.42	37.7	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.32	6.32	478.6	1
ATP-dependent translocase ABCB1 CHEMBL4302	EC50	6.26	6.26	550.0	1
Unchecked CHEMBL612545	EC50	6.26	5.7667	550.0	3
D(2) dopamine receptor CHEMBL339	Ki	6.22	6.22	604.0	1
SARS-CoV-2 CHEMBL4303835	IC50	6.17	6.17	677.6	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	Ki	6.0	6.0	1000.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.82	5.82	1513.6	1
Cavia porcellus CHEMBL369	EC50	5.58	5.58	2620.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.45	5.45	3548.1	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	5.4	5.4	3981.1	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	5.32	5.32	4786.3	1
SK-N-SH CHEMBL614924	EC50	5.04	5.02	9040.0	2
RPMI-8226 CHEMBL614882	IC50	5.03	5.03	9290.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.03	5.03	9332.5	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	4.71	4.71	19498.5	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	4.63	4.63	23442.3	1
MCF7 CHEMBL387	EC50	4.56	4.535	27400.0	2
PC-3 CHEMBL390	EC50	4.19	4.19	64200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	133.9	-	Chlorocebus sabaeus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.28	nM	9.55	Displacement of [3H]DTG from sigma-2 receptor in human MCF7 cell membranes after...	24821398
Unchecked	Ki	=	0.28	nM	9.55	Binding affinity to sigma-2 receptor in human MCF7 cells	24331758
Sigma intracellular receptor 2	Ki	=	0.34	nM	9.47	Displacement of [3H]-DTG from sigma2 receptor in rat liver membranes in presence...	28764962
Unchecked	Ki	=	0.34	nM	9.47	Displacement of [3H]-DTG from sigma 2-type opioid receptor in rat liver membrane...	19053780
Unchecked	Ki	=	0.34	nM	9.47	Displacement of [3H]DTG from sigma 2 receptor in rat liver membrane	18178434
Sigma 2 receptor	Ki	=	0.34	nM	9.47	In vitro binding affinity at opioid sigma-2 receptor in rat liver membranes by [...	15084129
Sigma intracellular receptor 2	Ki	=	0.34	nM	9.47	Binding affinity to sigma-2 receptor (unknown origin)	29438891
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H]-pentazocine from sigma 1 receptor in guinea pig brain after...	21684636
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H](+)-pentazocine from sigma1 receptor in quinea pig brain mem...	30350997
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H]-(+)-pentazocine from sigma1 receptor in guinea pig brain co...	30350997
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [H3]DTG from sigma 1 receptor (unknown origin) by competition bi...	36202063
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Binding affinity to sigma 1 receptor (unknown origin) assessed as inhibition con...	36919956
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Binding affinity to sigma1 receptor (unknown origin) assessed as inhibition cons...	37607512
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H]-pentazocine from sigma 1 receptor from guinea pig brain mem...	21744858
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H]-(+)-pentazocine from sigma 1 receptor in Dunkin guinea pig ...	21229979
Sigma non-opioid intracellular receptor 1	Ki	=	0.38	nM	9.42	Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain	19842660
Unchecked	Ki	=	0.57	nM	9.24	Displacement of [3H]PB28 from sigma 2 receptor in rat liver membrane	18178434
Unchecked	Ki	=	0.68	nM	9.17	Displacement of [3H]-DTG from sigma 2 receptor from rat liver in presence of pan...	21744858
Unchecked	Ki	=	0.68	nM	9.17	Displacement of [3H]DTG form sigma 2 receptor in rat liver membrane	19842660
Unchecked	Ki	=	0.68	nM	9.17	Displacement of [3H]DTG from sigma 2 receptor in Wistar Hannover rat liver membr...	21229979

Literature References

PubMed	DOI	Target Context	# Activities
19842660	10.1021/jm9007505	Unchecked	4
32353859	10.1038/s41586-020-2286-9	SARS-CoV-2	4
19053780	10.1021/jm800965b	Unchecked	3
17936633	10.1016/j.bmc.2007.09.039	Caco-2	3
18178434	10.1016/j.bmcl.2007.12.056	Unchecked	2
19053780	10.1021/jm800965b	PC-3	2
21229979	10.1021/jm1013133	Unchecked	2
21229979	10.1021/jm1013133	No relevant target	2
18278854	10.1021/jm701357m	Unchecked	2
23734634	10.1021/jm301545c	ADMET	2
30350997	10.1021/acs.jmedchem.8b01183	Sigma intracellular receptor 2	2
8568804	10.1021/jm950409c	Sigma non-opioid intracellular receptor 1	2
24697311	10.1021/jm401874n	Unchecked	2
21684636	10.1016/j.ejmech.2011.05.057	Unchecked	2
24331758	10.1016/j.bmc.2013.11.033	Unchecked	2
21744858	10.1021/jm200591t	Unchecked	2
30350997	10.1021/acs.jmedchem.8b01183	Sigma non-opioid intracellular receptor 1	2
15084129	10.1021/jm031026e	Sigma non-opioid intracellular receptor 1	2
8568804	10.1021/jm950409c	Unchecked	2
24821398	10.1021/jm5001453	Unchecked	2

Data from ChEMBL 36 via Core Engine