regadenoson   Click here for help

GtoPdb Ligand ID: 5596

Synonyms: CVT-3146 | Lexiscan® | Rapiscan®
Approved drug
regadenoson is an approved drug (FDA (2008), EMA (2010))
Compound class: Synthetic organic
Comment: Regadenoson is a selective adenosine A2A receptor agonist, with a substantially longer biological half-life than adenosine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 5
Rotatable bonds 5
Topological polar surface area 185.94
Molecular weight 390.14
XLogP -1.23
No. Lipinski's rules broken 1
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Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1nc(nc2N)n1ncc(c1)C(=O)NC
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(nc2N)n1ncc(c1)C(=O)NC
InChI InChI=1S/C15H18N8O5/c1-17-13(27)6-2-19-23(3-6)15-20-11(16)8-12(21-15)22(5-18-8)14-10(26)9(25)7(4-24)28-14/h2-3,5,7,9-10,14,24-26H,4H2,1H3,(H,17,27)(H2,16,20,21)/t7-,9-,10-,14-/m1/s1
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Summary of Clinical Use Click here for help
Used as a diagnostic agent for radionuclide myocardial perfusion imaging (MPI)
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Selective, low affinity agonist of the adenosine 2A receptor. Regadenoson vasodilates via the adenosine pathway without stimulating β-adrenoceptors.
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