adenosine   Click here for help

GtoPdb Ligand ID: 2844

Synonyms: Adenocard® | Adenoscan®
Approved drug PDB Ligand
adenosine is an approved drug (FDA (1989))
Compound class: Metabolite
Comment: Endogenous nucleoside, a component of nucleic acids and an important neurotransmitter.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 139.54
Molecular weight 267.1
XLogP -1.42
No. Lipinski's rules broken 0
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Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1ncnc2N
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
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Summary of Clinical Use Click here for help
Used to treat tachycardias.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Endogenous agonist of the adenosine receptors. Adenosine slows conduction time through the AV node, resulting in the restoration of normal sinus rhythm, potinetially through activation of A1- and A2- adenosine receptors on cells of the AV node.