Compound Detail

CHEMBL2387742

CANNABIDIVARIN

🧪 Phase II

Enter ChEMBL ID:

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

Research home View demo workspace

🧪 Phase II

C=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(CCC)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2387742
Name	CANNABIDIVARIN
Phase	Phase II
Structure Type	MOL
InChI Key	REOZWEGFPHTFEI-JKSUJKDBSA-N

Known Names

Cannabidivarin Cannabidivarol CBD-V CBDV Gwp-42006 GWP42006

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

286.4

MW (Da)

5.07

ALogP

HBA

HBD

40.5

PSA (Å²)

0.76

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem

-nab-

Extended Properties

Molecular Formula	C19H26O2
MW	286.42
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	2.01

Indications

Child Development Disorders, Pervasive Prader-Willi Syndrome Epilepsy

Activity Summary

IC50 27 meas. best 7.22

EC50 9 meas. best 7.9

Ki 6 meas. best 6.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cannabinoid receptor 2 CHEMBL253	EC50	7.9	7.9	12.6	1
Cytochrome P450 1A1 CHEMBL2231	IC50	7.22	7.22	60.0	1
G-protein coupled receptor 55 CHEMBL1075322	EC50	6.4	6.4	400.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	EC50	6.38	6.38	420.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	6.38	6.38	420.0	1
Mu-type opioid receptor CHEMBL233	IC50	6.25	6.25	556.0	1
Cannabinoid receptor 2 CHEMBL253	Ki	6.24	6.24	574.0	1
Transient receptor potential cation channel subfamily M member 8 CHEMBL5011	IC50	6.05	6.05	900.0	1
Transient receptor potential cation channel subfamily M member 8 CHEMBL1075319	IC50	6.05	6.05	900.0	1
Transient receptor potential cation channel subfamily V member 4 CHEMBL3119	EC50	6.05	6.05	900.0	1
Cytochrome P450 2B6 CHEMBL4729	Ki	5.89	5.89	1300.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	IC50	5.89	5.89	1300.0	1
Cytochrome P450 2C19 CHEMBL3622	Ki	5.85	5.85	1400.0	1
Cytochrome P450 1A1 CHEMBL2231	Ki	5.8	5.8	1600.0	1
Transient receptor potential cation channel subfamily V member 3 CHEMBL5522	EC50	5.77	5.77	1700.0	1
G-protein coupled receptor 6 CHEMBL3714130	EC50	5.62	5.62	2400.0	1
Transient receptor potential cation channel subfamily V member 4 CHEMBL3119	IC50	5.54	5.54	2900.0	1
Transient receptor potential cation channel subfamily V member 1 CHEMBL4794	EC50	5.44	5.44	3600.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.43	5.43	3700.0	1
BV-2 CHEMBL614781	IC50	5.28	5.01	5300.0	2
Cannabinoid receptor 1 CHEMBL218	IC50	5.25	5.25	5600.0	1
Cytochrome P450 2D6 CHEMBL289	Ki	5.24	5.24	5800.0	1
Transient receptor potential cation channel subfamily V member 2 CHEMBL5051	EC50	5.14	5.14	7300.0	1
Cytochrome P450 2B6 CHEMBL4729	IC50	5.13	5.13	7400.0	1
Caco-2 CHEMBL614058	IC50	5.0	5.0	10100.0	1
Transient receptor potential cation channel subfamily V member 1 CHEMBL4794	IC50	5.0	5.0	10000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.99	4.99	10200.0	1
HCT-116 CHEMBL394	IC50	4.89	4.89	13000.0	1
Cannabinoid receptor 1 CHEMBL218	Ki	4.83	4.83	14710.0	1
Diacylglycerol lipase-alpha CHEMBL5545	IC50	4.78	4.78	16600.0	2
RBL-2H3 CHEMBL614632	IC50	4.67	4.67	21300.0	1
Transient receptor potential cation channel subfamily V member 3 CHEMBL5522	IC50	4.6	4.6	25000.0	1
Transient receptor potential cation channel subfamily V member 2 CHEMBL5051	IC50	4.51	4.51	31000.0	1
A549 CHEMBL392	IC50	4.41	4.41	39000.0	1
PC-3 CHEMBL390	IC50	4.36	4.36	44000.0	1
MCF7 CHEMBL387	IC50	4.28	4.28	53000.0	1
SH-SY5Y CHEMBL614910	IC50	4.26	4.26	55000.0	1
OVCAR CHEMBL614212	IC50	4.24	4.24	57000.0	1
HepG2 CHEMBL395	IC50	4.19	4.19	64000.0	1
N-acylethanolamine-hydrolyzing acid amidase CHEMBL4349	IC50	4.14	4.14	72300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cannabinoid receptor 2	EC50	=	12.59	nM	7.9	Positive allosteric modulation of JWH-133-induced agonist activity at wild type ...	34161090
Cytochrome P450 1A1	IC50	=	60.0	nM	7.22	Inhibition of recombinant CYP1A1 (unknown origin) preincubated with NADPH for 20...	33356248
G-protein coupled receptor 55	EC50	=	400.0	nM	6.4	Binding affinity to human GPR55 expressed in HEK293 cells assessed as LPI-stimul...	33356248
Transient receptor potential cation channel subfamily A member 1	EC50	=	420.0	nM	6.38	Agonist activity at recombinant rat TRPA1 stably expressed in HEK293 cells asses...	34055223
Transient receptor potential cation channel subfamily A member 1	EC50	=	420.0	nM	6.38	Agonist activity at TRPA1 (unknown origin) activation	33356248
Mu-type opioid receptor	IC50	=	556.0	nM	6.25	Negative allosteric modulation of human mu opioid receptor expressed in HEK293 c...	37437224
Cannabinoid receptor 2	Ki	=	574.0	nM	6.24	Displacement of [3H]-CP55940 from recombinant human CB2 receptor expressed in Sf...	30816712
Transient receptor potential cation channel subfamily M member 8	IC50	=	900.0	nM	6.05	Antagonist activity at recombinant rat TRPM8 stably expressed in HEK293 cells as...	34055223
Transient receptor potential cation channel subfamily M member 8	IC50	=	900.0	nM	6.05	Antagonist activity at TRPM8 (unknown origin) desensitization in presence of ici...	33356248
Transient receptor potential cation channel subfamily V member 4	EC50	=	900.0	nM	6.05	Agonist activity at ionomycin-stimulated TRPV4 (unknown origin) activation	33356248
Cytochrome P450 2B6	Ki	=	1300.0	nM	5.89	Mixed inhibition of recombinant CYP2B6 (unknown origin) using coumarin as substr...	33356248
Transient receptor potential cation channel subfamily A member 1	IC50	=	1300.0	nM	5.89	Agonist activity at TRPA1 (unknown origin) channel desensitization in presence o...	33356248
Cytochrome P450 2C19	Ki	=	1400.0	nM	5.85	Mixed inhibition of CYP2C19 (unknown origin) by measuring inhibition constant	33356248
Cytochrome P450 1A1	Ki	=	1600.0	nM	5.8	Inhibition of human recombinant CYP1A1 preincubated with NADPH for 20 mins and m...	33356248
Transient receptor potential cation channel subfamily V member 3	EC50	=	1700.0	nM	5.77	Agonist activity at ionomycin-stimulated TRPV3 (unknown origin) activation	33356248
G-protein coupled receptor 6	EC50	=	2400.0	nM	5.62	Binding affinity to human GPR6 expressed in HEK293 cells assessed as reduction i...	33356248
Transient receptor potential cation channel subfamily V member 4	IC50	=	2900.0	nM	5.54	Agonist activity at ionomycin-stimulated TRPV4 (unknown origin) channel desensit...	33356248
Transient receptor potential cation channel subfamily V member 1	EC50	=	3600.0	nM	5.44	Agonist activity at ionomycin-stimulated TRPV1 (unknown origin) activation	33356248
Cytochrome P450 2C19	IC50	=	3700.0	nM	5.43	Mixed inhibition of CYP2C19 (unknown origin)	33356248
BV-2	IC50	=	5300.0	nM	5.28	Anti-neuroinflammatory activity in mouse BV-2 cells assessed as inhibition of LP...	37531582

Literature References

PubMed	DOI	Target Context	# Activities
37402317	10.1021/acs.jnatprod.3c00111	SARS-CoV-2	7
33356248	10.1021/acs.jnatprod.0c00965	Transient receptor potential cation channel subfamily V member 2	3
33356248	10.1021/acs.jnatprod.0c00965	Transient receptor potential cation channel subfamily V member 1	3
33356248	10.1021/acs.jnatprod.0c00965	Transient receptor potential cation channel subfamily V member 3	3
33356248	10.1021/acs.jnatprod.0c00965	Transient receptor potential cation channel subfamily V member 4	3
33356248	10.1021/acs.jnatprod.0c00965	Transient receptor potential cation channel subfamily A member 1	3
34161090	10.1021/acs.jmedchem.1c00561	Cannabinoid receptor 2	3
33356248	10.1021/acs.jnatprod.0c00965	G-protein coupled receptor 55	3
30816712	10.1021/acs.jnatprod.8b00874	Unchecked	2
30816712	10.1021/acs.jnatprod.8b00874	N-acylethanolamine-hydrolyzing acid amidase	2
33356248	10.1021/acs.jnatprod.0c00965	Cytochrome P450 1A1	2
30816712	10.1021/acs.jnatprod.8b00874	Diacylglycerol lipase-alpha	2
30816712	10.1021/acs.jnatprod.8b00874	Fatty-acid amide hydrolase 1	2
30871771	10.1016/j.bmcl.2019.03.013	HCT-116	2
30871771	10.1016/j.bmcl.2019.03.013	OVCAR	2
30871771	10.1016/j.bmcl.2019.03.013	A549	2
30871771	10.1016/j.bmcl.2019.03.013	MCF7	2
30871771	10.1016/j.bmcl.2019.03.013	PC-3	2
30871771	10.1016/j.bmcl.2019.03.013	HepG2	2
30871771	10.1016/j.bmcl.2019.03.013	SH-SY5Y	2

Data from ChEMBL 36 via Core Engine