A317491   Click here for help

GtoPdb Ligand ID: 4115

Synonyms: A 317491 | A-317491
PDB Ligand
Compound class: Synthetic organic
Comment: A317491 is a purinergic P2X3 receptor antagonist with analgesic potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 141.44
Molecular weight 565.17
XLogP 6.19
No. Lipinski's rules broken 1
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Canonical SMILES O=C(c1cc(C(=O)O)c(cc1C(=O)O)C(=O)O)N(C1CCCc2c1cccc2)Cc1cccc(c1)Oc1ccccc1
Isomeric SMILES O=C(c1cc(C(=O)O)c(cc1C(=O)O)C(=O)O)N([C@H]1CCCc2c1cccc2)Cc1cccc(c1)Oc1ccccc1
InChI InChI=1S/C33H27NO8/c35-30(25-17-27(32(38)39)28(33(40)41)18-26(25)31(36)37)34(29-15-7-10-21-9-4-5-14-24(21)29)19-20-8-6-13-23(16-20)42-22-11-2-1-3-12-22/h1-6,8-9,11-14,16-18,29H,7,10,15,19H2,(H,36,37)(H,38,39)(H,40,41)/t29-/m0/s1
Bioactivity Comments
Blockade of peripheral P2X3 receptors by the antagonist A-317491, dose-dependently inhibits osteosarcoma-induced thermal hyperalgesia in mice [1]. This effect is enhanced by co-administration of the NEP/APN (enkephalinase) inhibitor PL37.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
P2X3 Hs Antagonist Antagonist ~7.5 pIC50 - 2
pIC50 ~7.5 (IC50 ~3.1x10-8 M) [2]
Ligand mentioned in the following text fields