ADL5747   Click here for help

GtoPdb Ligand ID: 9003

Synonyms: ADL 5747 | ADL-5747 | compound 36 [PMID: 19694468]
Compound class: Synthetic organic
Comment: ADL5747 is a selective, nonpeptidic δ opioid receptor agonist [1]. Due to its favorable efficacy, safety, and pharmacokinetic profile ADL5747 was progressed as a clinical candidate for the treatment of pain.
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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(c(c1)O)C1=CC2(CCNCC2)Oc2c1cccc2)CC
Isomeric SMILES CCN(C(=O)c1ccc(c(c1)O)C1=CC2(CCNCC2)Oc2c1cccc2)CC
InChI InChI=1S/C24H28N2O3/c1-3-26(4-2)23(28)17-9-10-18(21(27)15-17)20-16-24(11-13-25-14-12-24)29-22-8-6-5-7-19(20)22/h5-10,15-16,25,27H,3-4,11-14H2,1-2H3
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 8.6 pKi - 1
pKi 8.6 (Ki 2.7x10-9 M) [1]
μ receptor Hs Agonist Agonist 7.7 pKi - 1
pKi 7.7 (Ki 1.8x10-8 M) [1]
κ receptor Hs Agonist Agonist 7.6 pKi - 1
pKi 7.6 (Ki 2.5x10-8 M) [1]