Molecular Identity
Acadesine
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
PubChem CID: 17513
Acadesine is a 1-ribosylimidazolecarboxamide in which the carboxamide group is situated at position 4 of the imidazole ring, which is further substituted at position 5 by an amino group. A purine nucleoside analogue and activator of AMP-activated protein kinase, it is is used for the treatment of acute lymphoblastic leukemia and is reported to have cardioprotective effects. It has a role as an antineoplastic agent and a platelet aggregation inhibitor. It is an aminoimidazole, a 1-ribosylimidazolecarboxamide and a nucleoside analogue.
2D Structure
Properties
C9H14N4O5
Molecular Formula
258.23
Molecular Weight
g/mol
258.0964
Exact Mass
Da
-2.2
XLogP
Drug-like (Lipinski: < 5)
157
TPSA
May have limited oral absorption
5
H-Bond Donors
7
H-Bond Acceptors
330
Complexity
SMILES
Canonical SMILES
SMILES: C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)NIsomeric SMILES
SMILES: C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)NSynonyms(20)
ACADESINE2627-69-2AICA-ribosideArasineAICA ribosideAcadesinaAIC-RibosideAcadesinumGP-1-110ProtaraDTXSID50460155-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamideNSC-105823GP 1-1105-Amino-4-imidazolecarboxamide ribofuranoside
Data from PubChem (NCBI)
This platform is for informational purposes only and does not constitute medical advice. Always consult a qualified healthcare professional.
Drug Network
Trials and conditions connected to Acadesine
Loading drug network...