AF-906   Click here for help

GtoPdb Ligand ID: 9538

Synonyms: compound 128 [PMID: 26686393] | Ro-51
Compound class: Synthetic organic
Comment: AF-906 is a potent and selective dual P2X3/P2X2/3 diaminopyrimidine antagonist [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 122.75
Molecular weight 474.08
XLogP 2.29
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(Nc1ncc(c(n1)N)Oc1cc(I)c(cc1C(C)C)OC)CO
Isomeric SMILES OCC(Nc1ncc(c(n1)N)Oc1cc(I)c(cc1C(C)C)OC)CO
InChI InChI=1S/C17H23IN4O4/c1-9(2)11-4-14(25-3)12(18)5-13(11)26-15-6-20-17(22-16(15)19)21-10(7-23)8-24/h4-6,9-10,23-24H,7-8H2,1-3H3,(H3,19,20,21,22)
InChI Key PAYROHWFGZADBR-UHFFFAOYSA-N
References
1. Jacobson KA, Müller CE. (2016)
Medicinal chemistry of adenosine, P2Y and P2X receptors.
Neuropharmacology, 104: 31-49. [PMID:26686393]
2. Jahangir A, Alam M, Carter DS, Dillon MP, Bois DJ, Ford AP, Gever JR, Lin C, Wagner PJ, Zhai Y et al.. (2009)
Identification and SAR of novel diaminopyrimidines. Part 2: The discovery of RO-51, a potent and selective, dual P2X(3)/P2X(2/3) antagonist for the treatment of pain.
Bioorg. Med. Chem. Lett., 19 (6): 1632-5. [PMID:19231178]