UK-432,097   Click here for help

GtoPdb Ligand ID: 8420

Synonyms: UK432,097 | UK432097
PDB Ligand
Compound class: Synthetic organic
Comment: Selective agonist of the adenosine A2A receptor
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 7
Rotatable bonds 18
Topological polar surface area 220.78
Molecular weight 777.37
XLogP 4
No. Lipinski's rules broken 3
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Canonical SMILES CCNC(=O)C1OC(C(C1O)O)n1cnc2c1nc(nc2NCC(c1ccccc1)c1ccccc1)C(=O)NCCNC(=O)NC1CCN(CC1)c1ccccn1
Isomeric SMILES CCNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(nc2NCC(c1ccccc1)c1ccccc1)C(=O)NCCNC(=O)NC1CCN(CC1)c1ccccn1
InChI InChI=1S/C40H47N11O6/c1-2-41-37(54)33-31(52)32(53)39(57-33)51-24-46-30-34(45-23-28(25-11-5-3-6-12-25)26-13-7-4-8-14-26)48-35(49-36(30)51)38(55)43-19-20-44-40(56)47-27-16-21-50(22-17-27)29-15-9-10-18-42-29/h3-15,18,24,27-28,31-33,39,52-53H,2,16-17,19-23H2,1H3,(H,41,54)(H,43,55)(H2,44,47,56)(H,45,48,49)/t31-,32+,33-,39+/m0/s1
1. Guo D, Mulder-Krieger T, IJzerman AP, Heitman LH. (2012)
Functional efficacy of adenosine A₂A receptor agonists is positively correlated to their receptor residence time.
Br J Pharmacol, 166 (6): 1846-59. [PMID:22324512]
2. Xu F, Wu H, Katritch V, Han GW, Jacobson KA, Gao ZG, Cherezov V, Stevens RC. (2011)
Structure of an agonist-bound human A2A adenosine receptor.
Science, 332 (6027): 322-7. [PMID:21393508]