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Compound Detail

CHEMBL307696

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CCCCCCC(C)(C)c1cc(O)c2c(c1)OC(C)(C)[C@@H]1CC=C(CO)C[C@@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL307696
Phase Preclinical
Structure Type MOL
InChI Key SSQJFGMEZBFMNV-WOJBJXKFSA-N
6
Targets
32
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

386.6
MW (Da)
6.22
ALogP
3
HBA
2
HBD
49.7
PSA (Ų)
0.43
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C25H38O3
MW 386.58
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness 1.93

Activity Summary

Ki 23 meas. best 10.22
EC50 8 meas. best 9.22
IC50 1 meas. best 5.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
 Ki 10.22 8.8857 0.1 7
Cannabinoid receptor 2
CHEMBL253
 Ki 9.82 9.071 0.1 10
Cannabinoid receptor 2
CHEMBL5373
 Ki 9.7 9.7 0.2 1
Cannabinoid receptor 1
CHEMBL3571
 Ki 9.64 9.1225 0.2 4
Cannabinoid receptor 1
CHEMBL218
 EC50 9.22 8.31 0.6 2
Cannabinoid receptor 2
CHEMBL253
 EC50 9.2 8.646 0.6 5
Cannabinoid receptor
CHEMBL2096981
 Ki 9.14 9.14 0.7 1
Cannabinoid receptor 1
CHEMBL3571
 EC50 8.3 8.3 5.0 1
Glycine receptor subunit alpha-1
CHEMBL5845
 IC50 5.57 5.57 2700.0 1

Pharmacokinetic Data

Parameter Value Units Species
t1/2 - - Mus musculus
t1/2 - - Rattus norvegicus
T1/2 1.1 hr Saimiri sciureus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 Ki = 0.06 nM 10.22 Binding affinity to CB1 receptor 21675776
Cannabinoid receptor 2 Ki = 0.15 nM 9.82 Displacement of [3H]-CP55940 from human recombinant CB2 receptor expressed in HE... 32340793
Cannabinoid receptor 2 Ki = 0.15 nM 9.82 Displacement of [3H]CP-55,940 from human recombinant CB2 receptor expressed in H... 25065940
Cannabinoid receptor 2 Ki = 0.15 nM 9.82 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 17942307
Cannabinoid receptor 2 Ki = 0.15 nM 9.82 Binding affinity to human recombinant CB2 receptor expressed in african green mo... 19331413
Cannabinoid receptor 1 Ki = 0.18 nM 9.74 Displacement of [3H]CP-55940 from human recombinant CB1 receptor expressed in HE... 17942307
Cannabinoid receptor 2 Ki = 0.2 nM 9.7 Binding affinity to mouse CB2 receptor 27367336
Cannabinoid receptor 2 Ki = 0.22 nM 9.66 Binding affinity to human CB2 receptor 23865723
Cannabinoid receptor 1 Ki = 0.23 nM 9.64 Displacement of [3H]CP-55940 binding to Cannabinoid receptor 1 in rat brain memb... 9784095
Cannabinoid receptor 2 Ki = 0.5 nM 9.3 Displacement of [3H]CP55940 from human CB2 receptor 27367336
Cannabinoid receptor 1 EC50 = 0.6 nM 9.22 Potency at human CB1 receptor in a [35S]GTP-gamma-S functional assay 16451053
Cannabinoid receptor 2 EC50 = 0.631 nM 9.2 Agonist activity at human CB2 receptor transfected in CHO cell membranes after 9... 25935384
Cannabinoid receptor 1 Ki = 0.7 nM 9.15 Binding affinity to rat CB1 receptor 27367336
Cannabinoid receptor 1 Ki = 0.73 nM 9.14 Binding affinity for the Cannabinoid receptor using [3H]CP-55940 as radioligand 9873517
Cannabinoid receptor Ki = 0.73 nM 9.14 The affinity of compound for the cannabinoid brain receptor was determined by me... -
Cannabinoid receptor 1 Ki = 0.73 nM 9.14 Binding affinity to human CB1 receptor 23865723
Cannabinoid receptor 1 Ki = 1.5 nM 8.82 Displacement of [3H]CP-55940 form human recombinant CB1 receptor expressed in HE... 18511157
Cannabinoid receptor 2 EC50 = 2.512 nM 8.6 Agonist activity at human CB2 receptor expressed in yeast cells assessed as degr... 19010671
Cannabinoid receptor 2 Ki = 2.66 nM 8.57 Displacement of [3H]-CP55940 from human recombinant cannabinoid CB2 receptor exp... 21855337
Cannabinoid receptor 1 Ki = 2.75 nM 8.56 Displacement of [3H]SR141716A from CB1 receptor in rat cerebellum 16451053

Literature References

PubMed DOI Target Context # Activities
27367336 10.1021/acs.jmedchem.6b00717 Squirrel monkey 5
32871343 10.1016/j.ejmech.2020.112741 Vibrio harveyi 5
16392793 10.1021/jm050467q Cannabinoid receptor 2 4
16451053 10.1021/jm050484f Cannabinoid receptor 1 4
9873517 10.1016/s0960-894x(98)00385-0 Mus musculus 3
27482723 10.1021/acs.jmedchem.6b00516 Rattus norvegicus 3
- 10.1016/S0960-894X(97)10086-5 Mus musculus 3
32871343 10.1016/j.ejmech.2020.112741 Molecular identity unknown 3
27482723 10.1021/acs.jmedchem.6b00516 ADMET 3
25935384 10.1016/j.ejmech.2015.04.034 Cannabinoid receptor 2 2
20346682 10.1016/j.bmc.2010.03.002 Glycine receptor subunit alpha-1 2
25470070 10.1021/jm501165d Rattus norvegicus 2
27367336 10.1021/acs.jmedchem.6b00717 Unchecked 2
27367336 10.1021/acs.jmedchem.6b00717 Cannabinoid receptor 2 2
27367336 10.1021/acs.jmedchem.6b00717 Rattus norvegicus 2
16420041 10.1021/jm0505157 Cannabinoid receptor 1 2
18511157 10.1016/j.ejmech.2008.03.040 Cannabinoid receptor 1 1
17942307 10.1016/j.bmcl.2007.09.089 Unchecked 1
17942307 10.1016/j.bmcl.2007.09.089 Cannabinoid receptor 2 1
17942307 10.1016/j.bmcl.2007.09.089 Cannabinoid receptor 1 1

Data from ChEMBL 36 via Core Engine