lenabasum   

GtoPdb Ligand ID: 9772

Synonyms: ajulemic acid | CPL-7075 | CPL7075 | CT-3 | IP-751 | IP751
Compound class: Synthetic organic
Comment: Lenabasum (ajulemic acid) is a synthetic derivative of the non-psychoactive cannabinoid THC metabolite 11-nor-9-Carboxy-THC (PubChem CID 108207) [8]. It is a non-selective cannabinoid receptor agonist [4,6]. Lenabasum exhibits potentially useful analgesic and anti-inflammatory actions [3].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 66.76
Molecular weight 400.26
XLogP 6.96
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=CC1)C(=O)O)(C)C)(C)C
Isomeric SMILES CCCCCCC(c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=CC1)C(=O)O)(C)C)(C)C
InChI InChI=1S/C25H36O4/c1-6-7-8-9-12-24(2,3)17-14-20(26)22-18-13-16(23(27)28)10-11-19(18)25(4,5)29-21(22)15-17/h10,14-15,18-19,26H,6-9,11-13H2,1-5H3,(H,27,28)/t18-,19-/m1/s1
InChI Key YCHYFHOSGQABSW-RTBURBONSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid
International Nonproprietary Names
INN number INN
10785 lenabasum
Synonyms
ajulemic acid | CPL-7075 | CPL7075 | CT-3 | IP-751 | IP751
Database Links
BindingDB Ligand 50005920
CAS Registry No. 137945-48-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL456341
GtoPdb PubChem SID 354702245
PubChem CID 3083542
RCSB PDB Ligand AJA
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