Compound Detail

CHEMBL2205811

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COc1cccc(CCN2C3C4C5CC6C7C5C3C7C2(O)C64)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2205811
Phase	Preclinical
Structure Type	MOL
InChI Key	ZKOQRCXMSDAJIR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

309.4

MW (Da)

2.00

ALogP

HBA

HBD

32.7

PSA (Å²)

0.92

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23NO2
MW	309.41
Aromatic Rings	1
Heavy Atoms	23
NP-Likeness	0.56

Activity Summary

Ki 18 meas. best 7.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	7.28	7.28	52.3	1
Unchecked CHEMBL612545	Ki	7.0	7.0	100.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.25	6.25	557.0	1
Histamine H2 receptor CHEMBL1941	Ki	6.02	6.02	948.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.01	6.01	977.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	5.91	5.91	1222.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.85	5.85	1404.0	1
Kappa-type opioid receptor CHEMBL237	Ki	5.85	5.85	1420.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	5.76	5.76	1727.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.65	5.65	2259.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	5.53	5.53	2971.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.5	5.5	3180.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.44	5.44	3601.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.44	5.44	3638.0	1
Mu-type opioid receptor CHEMBL233	Ki	5.27	5.27	5392.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.2	5.2	6306.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.11	5.11	7815.0	1
Histamine H1 receptor CHEMBL231	Ki	5.05	5.05	8858.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma non-opioid intracellular receptor 1	Ki	=	52.3	nM	7.28	Displacement of [3H](+)-pentazocine from rat brain sigma1 receptor	22959245
Unchecked	Ki	=	100.0	nM	7.0	Displacement of [3H]DTG from rat PC12 cells sigma 2 receptor	22959245
Alpha-2C adrenergic receptor	Ki	=	557.0	nM	6.25	Binding affinity to alpha2C adrenergic receptor	22959245
Histamine H2 receptor	Ki	=	948.0	nM	6.02	Binding affinity to Histamine H2 receptor	22959245
Muscarinic acetylcholine receptor M4	Ki	=	977.0	nM	6.01	Binding affinity to M4 muscarinic receptor	22959245
Muscarinic acetylcholine receptor M2	Ki	=	1222.0	nM	5.91	Binding affinity to M2 muscarinic receptor	22959245
5-hydroxytryptamine receptor 2C	Ki	=	1404.0	nM	5.85	Binding affinity to 5-HT2C receptor	22959245
Kappa-type opioid receptor	Ki	=	1420.0	nM	5.85	Binding affinity to kappa opioid receptor	22959245
Muscarinic acetylcholine receptor M3	Ki	=	1727.0	nM	5.76	Binding affinity to M3 muscarinic receptor	22959245
5-hydroxytryptamine receptor 2A	Ki	=	2259.0	nM	5.65	Binding affinity to 5-HT2A receptor	22959245
5-hydroxytryptamine receptor 2B	Ki	=	2971.0	nM	5.53	Binding affinity to 5-HT2B receptor	22959245
Sodium-dependent dopamine transporter	Ki	=	3180.0	nM	5.5	Binding affinity to DAT	22959245
Sodium-dependent noradrenaline transporter	Ki	=	3638.0	nM	5.44	Binding affinity to NET	22959245
5-hydroxytryptamine receptor 7	Ki	=	3601.0	nM	5.44	Binding affinity to 5-HT7 receptor	22959245
Mu-type opioid receptor	Ki	=	5392.0	nM	5.27	Binding affinity to mu opioid receptor	22959245
5-hydroxytryptamine receptor 1B	Ki	=	6306.0	nM	5.2	Binding affinity to 5-HT1B receptor	22959245
5-hydroxytryptamine receptor 5A	Ki	=	7815.0	nM	5.11	Binding affinity to 5-HT5A receptor	22959245
Histamine H1 receptor	Ki	=	8858.0	nM	5.05	Binding affinity to Histamine H1 receptor	22959245

Literature References

PubMed	DOI	Target Context	# Activities
22959245	10.1016/j.bmcl.2012.08.046	Unchecked	2
22959245	10.1016/j.bmcl.2012.08.046	Muscarinic acetylcholine receptor M5	1
22959245	10.1016/j.bmcl.2012.08.046	Sigma non-opioid intracellular receptor 1	1
22959245	10.1016/j.bmcl.2012.08.046	Alpha-1B adrenergic receptor	1
22959245	10.1016/j.bmcl.2012.08.046	Alpha-2C adrenergic receptor	1
22959245	10.1016/j.bmcl.2012.08.046	Histamine H2 receptor	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 1B	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 2A	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 7	1
22959245	10.1016/j.bmcl.2012.08.046	Muscarinic acetylcholine receptor M2	1
22959245	10.1016/j.bmcl.2012.08.046	Muscarinic acetylcholine receptor M3	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 6	1
22959245	10.1016/j.bmcl.2012.08.046	Sodium-dependent noradrenaline transporter	1
22959245	10.1016/j.bmcl.2012.08.046	Kappa-type opioid receptor	1
22959245	10.1016/j.bmcl.2012.08.046	Mu-type opioid receptor	1
22959245	10.1016/j.bmcl.2012.08.046	D(3) dopamine receptor	1
22959245	10.1016/j.bmcl.2012.08.046	Sodium-dependent dopamine transporter	1
22959245	10.1016/j.bmcl.2012.08.046	Histamine H1 receptor	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 2B	1
22959245	10.1016/j.bmcl.2012.08.046	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine