AM7499   Click here for help

GtoPdb Ligand ID: 9257

Synonyms: compound 3b [PMID: 27367336]
Compound class: Synthetic organic
Comment: AM7499 is a non-selective cannabinoid receptor agonist [1]. It has been designed to be readily hydrolysed by plasma esterases (to shorten its duration of action; such compounds are being called 'controlled-deactivation cannabinoids') and to be less prone to deposition in bodily fat than existing classical cannabinoid agonists. This strategy has been adopted to produce cannabinoid agonists with improved drug-like qualities and potentially a more favourable safety profile.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 75.99
Molecular weight 404.26
XLogP 4.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCCOC(=O)C(c1cc(O)c2c(c1)OC(C1C2CC(CO)CC1)(C)C)(C)C
Isomeric SMILES CCCCOC(=O)C(c1cc(O)c2c(c1)OC([C@H]1[C@H]2C[C@H](CO)CC1)(C)C)(C)C
InChI InChI=1S/C24H36O5/c1-6-7-10-28-22(27)23(2,3)16-12-19(26)21-17-11-15(14-25)8-9-18(17)24(4,5)29-20(21)13-16/h12-13,15,17-18,25-26H,6-11,14H2,1-5H3/t15-,17-,18-/m1/s1
InChI Key OSVHLUXLWQLPIY-KBAYOESNSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
butyl 2-[(6aR,9R,10aR)-1-hydroxy-9-(hydroxymethyl)-6,6-dimethyl-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromen-3-yl]-2-methylpropanoate
Synonyms Click here for help
compound 3b [PMID: 27367336]
Database Links Click here for help
GtoPdb PubChem SID 315661332
PubChem CID 121231416
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