Compound Detail

CHEMBL490533

CANADINE

Enter ChEMBL ID:

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

COc1ccc2c(c1OC)CN1CCc3cc4c(cc3[C@@H]1C2)OCO4

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL490533
Name	CANADINE
Phase	Preclinical
Structure Type	MOL
InChI Key	VZTUIEROBZXUFA-INIZCTEOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

339.4

MW (Da)

3.09

ALogP

HBA

HBD

40.2

PSA (Å²)

0.84

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 7 meas. best 7.31

IC50 5 meas. best 5.79

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(1A) dopamine receptor CHEMBL2056	Ki	7.31	7.245	48.6	2
D(1B) dopamine receptor CHEMBL1850	Ki	7.21	7.21	62.1	1
D(2) dopamine receptor CHEMBL217	Ki	7.1	7.01	80.2	2
D(3) dopamine receptor CHEMBL234	Ki	6.36	6.36	433.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.31	6.31	486.0	1
Plasmodium falciparum CHEMBL364	IC50	5.79	5.54	1640.0	2
Alpha-1A adrenergic receptor CHEMBL229	IC50	5.27	5.27	5400.0	1
Human betaherpesvirus 5 CHEMBL371	IC50	4.92	4.92	12000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(1A) dopamine receptor	Ki	=	48.6	nM	7.31	Displacement of [3H]SCH23390 from human dopamine D1 receptor after 1 hr	28214075
D(1B) dopamine receptor	Ki	=	62.1	nM	7.21	Displacement of [3H]SCH23390 from human dopamine D5 receptor after 1 hr	28214075
D(1A) dopamine receptor	Ki	=	66.0	nM	7.18	Displacement of [3H]SCH23390 from dopamine D1 receptor (unknown origin) expresse...	23332346
D(2) dopamine receptor	Ki	=	80.2	nM	7.1	Displacement of [3H]N-methylspiperone from human dopamine D2 receptor after 1 hr	28214075
D(2) dopamine receptor	Ki	=	119.0	nM	6.92	Displacement of [3H]spiperone from dopamine D2 receptor (unknown origin) express...	23332346
D(3) dopamine receptor	Ki	=	433.0	nM	6.36	Displacement of [3H]N-methylspiperone from human dopamine D3 receptor after 1 hr	28214075
D(4) dopamine receptor	Ki	=	486.0	nM	6.31	Displacement of [3H]N-methylspiperone from human dopamine D4 receptor after 1 hr	28214075
Plasmodium falciparum	IC50	=	1640.0	nM	5.79	Antiplasmodial activity against Plasmodium falciparum D6	11141105
Plasmodium falciparum	IC50	=	5130.0	nM	5.29	Antiplasmodial activity against Plasmodium falciparum W2	11141105
Alpha-1A adrenergic receptor	IC50	=	5400.0	nM	5.27	Antagonist activity at human full-length N-terminal SNAP-tagged alpha1A adrenoce...	27709945
Human betaherpesvirus 5	IC50	=	12000.0	nM	4.92	Antiviral activity against HCMV in MRC5 cells by plaque reduction assay	17239594

PubMed	DOI	Target Context	# Activities
10395498	10.1021/np980471n	Aorta	7
18295494	10.1016/j.bmc.2008.02.015	Hepatocyte	5
10395498	10.1021/np980471n	NON-PROTEIN TARGET	4
3286870	10.1021/jm00401a006	Mus musculus	3
11141105	10.1021/np000144r	Plasmodium falciparum	3
23332346	10.1016/j.bmc.2012.12.016	5-hydroxytryptamine receptor 1A	2
23332346	10.1016/j.bmc.2012.12.016	D(2) dopamine receptor	2
21639116	10.1021/jf201401j	Drosophila melanogaster	2
23332346	10.1016/j.bmc.2012.12.016	5-hydroxytryptamine receptor 2A	2
23332346	10.1016/j.bmc.2012.12.016	D(1A) dopamine receptor	2
22425568	10.1016/j.bmcl.2012.02.038	ADMET	2
3286870	10.1021/jm00401a006	Plasmodium falciparum	2
17239594	10.1016/j.bmcl.2006.12.085	Human betaherpesvirus 5	1
17239594	10.1016/j.bmcl.2006.12.085	Unchecked	1
17239594	10.1016/j.bmcl.2006.12.085	MRC5	1
28214075	10.1016/j.bmcl.2017.01.090	D(1B) dopamine receptor	1
9784149	10.1021/np9701889	Mycobacterium tuberculosis	1
9784149	10.1021/np9701889	Mycobacterium intracellulare	1
9784149	10.1021/np9701889	Staphylococcus aureus	1
9784149	10.1021/np9701889	Klebsiella pneumoniae	1

Data from ChEMBL 36 via Core Engine