ADL5859   Click here for help

GtoPdb Ligand ID: 9004

Synonyms: ADL 5859 | ADL-5859 | compound 20 [PMID: 18788723]
Compound class: Synthetic organic
Comment: ADL5859 is a potent, orally bioavailable δ opioid receptor agonist [1].
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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 5
Topological polar surface area 61.8
Molecular weight 392.21
XLogP 3.98
No. Lipinski's rules broken 0
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Canonical SMILES CCN(C(=O)c1ccc(cc1)C1=CC2(CCNCC2)Oc2c1c(O)ccc2)CC
Isomeric SMILES CCN(C(=O)c1ccc(cc1)C1=CC2(CCNCC2)Oc2c1c(O)ccc2)CC
InChI InChI=1S/C24H28N2O3/c1-3-26(4-2)23(28)18-10-8-17(9-11-18)19-16-24(12-14-25-15-13-24)29-21-7-5-6-20(27)22(19)21/h5-11,16,25,27H,3-4,12-15H2,1-2H3
Bioactivity Comments
Note that the hydrochloride salt (PubChem CID 46931003) may have been used to generate some bioactivity data.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
δ receptor Primary target of this compound Hs Agonist Agonist 9.1 pKi - 1
pKi 9.1 (Ki 8.4x10-10 M) [1]
μ receptor Hs Agonist Agonist 7.5 pKi - 1
pKi 7.5 (Ki 3.2x10-8 M) [1]
κ receptor Hs Agonist Agonist 7.4 pKi - 1
pKi 7.4 (Ki 3.7x10-8 M) [1]