General Information of the Compound
Compound ID
CP0048056
Compound Name
((1R,4S,5R)-4-(2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methanol
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Synonyms
Bicyclic cannabinoids, Pharmos
CB2-selective cannabinoid platform, Pharmos
Cannabinor
HU-308
Oral Cannabinor (pain), Pharmos
PRS-211058
PRS-211096
PRS-211335
PRS-211359
PRS-211375
PRS-211375 (iv, inflammation/autoimmune disease), Pharmos
PRS-211375 (oral, pain), Pharmos
PRS-211375 iv
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Structure
Formula
C27H42O3
Molecular Weight
414.63
Canonical SMILES
CCCCCCC(C)(C)c1cc(OC)c([C@H]2C=C(CO)[C@@H]3C[C@H]2C3(C)C)c(OC)c1
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InChI
InChI=1S/C27H42O3/c1-8-9-10-11-12-26(2,3)19-14-23(29-6)25(24(15-19)30-7)20-13-18(17-28)21-16-22(20)27(21,4)5/h13-15,20-22,28H,8-12,16-17H2,1-7H3/t20-,21-,22+/m0/s1
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InChIKey
CFMRIVODIXTERW-FDFHNCONSA-N
Physicochemical Property
logP
6.63
Rotatable Bonds
10
Heavy Atom Count
30
Polar Areas
38.69
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
30

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 9844711
ChEMBL ID
CHEMBL497392
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00834, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 64.5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 22.7 nM
Clinical Information about the Compound
Drug 1 ( PRS-211375 iv )
Drug Name PRS-211375 iv
Company Pharmos
Indication
Pain
Discontinued in Phase 2
Target(s)
Cannabinoid receptor 2 (CB2)
Agonist