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
SMILES / InChI / InChIKey
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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
InChI Key LZPZPHGJDAGEJZ-AKAIJSEGSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2008), EMA (2010))
IUPAC Name Click here for help
1-[6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]-N-methylpyrazole-4-carboxamide
International Nonproprietary Names Click here for help
INN number INN
8488 regadenoson
Synonyms Click here for help
CVT-3146 | Lexiscan® | Rapiscan®
Database Links Click here for help
CAS Registry No. 313348-27-5 (source: Scifinder)
ChEMBL Ligand CHEMBL317052
DrugBank Ligand DB06213
DrugCentral Ligand 2362
GtoPdb PubChem SID 178102231
PubChem CID 219024
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Wikipedia Regadenoson