Compound Detail

CHEMBL521582

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CCCN(CCC)CCc1ccc(OC)c(OCCc2ccccc2)c1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL521582
Phase	Preclinical
Structure Type	MOL
InChI Key	ZHGMDXSHODHWHV-UHFFFAOYSA-N
Parent Compound	CHEMBL190883
Active Moiety	CHEMBL190883

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

355.5

MW (Da)

4.98

ALogP

HBA

HBD

21.7

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 6 meas. best 8.89

Ki 4 meas. best 8.99

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	8.99	8.99	1.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	8.89	7.98	1.3	2
Sigma non-opioid intracellular receptor 1 CHEMBL3602	IC50	8.89	8.89	1.3	1
Unchecked CHEMBL612545	IC50	8.82	8.82	1.5	1
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	8.62	8.62	2.4	1
Unchecked CHEMBL612545	Ki	6.67	6.67	212.0	1
Sodium-dependent dopamine transporter CHEMBL338	Ki	5.44	5.44	3620.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	5.19	5.19	6460.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	4.97	4.97	10800.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma non-opioid intracellular receptor 1	Ki	=	1.03	nM	8.99	Displacement of [3H](+)-pentazocine from sigma 1 receptor in rat brain homogenat...	21555222
Sigma non-opioid intracellular receptor 1	IC50	=	1.3	nM	8.89	In vitro binding affinity at Sigma opioid receptors on guinea pig brain membrane...	10508444
Sigma non-opioid intracellular receptor 1	IC50	=	1.3	nM	8.89	Inhibitory concentration against radioligand [3H]3-PPP binding to Sigma opioid r...	10090790
Unchecked	IC50	=	1.5	nM	8.82	In vitro binding affinity at Sigma opioid receptor type 1 on guinea pig brain me...	10508444
Sigma non-opioid intracellular receptor 1	Ki	=	2.38	nM	8.62	Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me...	18774292
Sigma non-opioid intracellular receptor 1	IC50	=	85.0	nM	7.07	In vitro binding affinity at Sigma opioid receptor type 2 on guinea pig brain me...	10508444
Unchecked	Ki	=	212.0	nM	6.67	Displacement of [3H]DTG from sigma 2 receptor in rat brain homogenate	21555222
Sodium-dependent dopamine transporter	Ki	=	3620.0	nM	5.44	Displacement of [3H]WIN-35428 from DAT in rat striatum membrane	18774292
5-hydroxytryptamine receptor 1A	IC50	=	6460.0	nM	5.19	Inhibitory concentration against radioligand [3H]hydroxy-2-(di-n-propylamino)-te...	10090790
Adrenergic receptor alpha-1	IC50	=	10800.0	nM	4.97	Inhibitory concentration against radioligand [3H]prazosin binding to Alpha-1 adr...	10090790

PubMed	DOI	Target Context	# Activities
10090790	10.1021/jm980212v	Mus musculus	2
27614411	10.1016/j.ejmech.2016.08.067	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
21555222	10.1016/j.bmcl.2011.04.098	Unchecked	2
10508444	10.1021/jm990135j	Sigma non-opioid intracellular receptor 1	2
10090790	10.1021/jm980212v	D(1A) dopamine receptor	1
10090790	10.1021/jm980212v	Glutamate receptor ionotropic, NMDA 1	1
10090790	10.1021/jm980212v	Adrenergic receptor alpha-1	1
10090790	10.1021/jm980212v	5-hydroxytryptamine receptor 1A	1
10090790	10.1021/jm980212v	Serotonin 2 (5-HT2) receptor	1
10090790	10.1021/jm980212v	D(2) dopamine receptor	1
18774292	10.1016/j.bmcl.2008.08.065	Sigma non-opioid intracellular receptor 1	1
18774292	10.1016/j.bmcl.2008.08.065	Transporter	1
18774292	10.1016/j.bmcl.2008.08.065	Sodium-dependent serotonin transporter	1
18774292	10.1016/j.bmcl.2008.08.065	Sodium-dependent dopamine transporter	1
21555222	10.1016/j.bmcl.2011.04.098	Sigma non-opioid intracellular receptor 1	1
10090790	10.1021/jm980212v	Sigma non-opioid intracellular receptor 1	1
21555222	10.1016/j.bmcl.2011.04.098	D(1A) dopamine receptor	1
21555222	10.1016/j.bmcl.2011.04.098	D(1B) dopamine receptor	1
10508444	10.1021/jm990135j	D(2) dopamine receptor	1

Data from ChEMBL 36 via Core Engine