alvimopan   Click here for help

GtoPdb Ligand ID: 7471

Synonyms: ADL 8-2698 | Entereg®
Approved drug
alvimopan is an approved drug (FDA (2008))
Compound class: Synthetic organic
Comment: Alvimopan is a peripherally acting mu-opioid receptor antagonist , or PAMORA.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 89.87
Molecular weight 424.24
XLogP 3.06
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CNC(=O)C(Cc1ccccc1)CN1CCC(C(C1)C)(C)c1cccc(c1)O
Isomeric SMILES OC(=O)CNC(=O)[C@@H](Cc1ccccc1)CN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)O
InChI InChI=1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1
InChI Key UPNUIXSCZBYVBB-JVFUWBCBSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
μ receptor Primary target of this compound Hs Antagonist Antagonist 9.3 pKi - 1
pKi 9.3 (Ki 4.7x10-10 M) [1]
δ receptor Hs Antagonist Antagonist 7.9 pKi - 1
pKi 7.9 (Ki 1.2x10-8 M) [1]
κ receptor Hs Antagonist Antagonist 7.0 pKi - 1
pKi 7.0 (Ki 1x10-7 M) [1]