azacitidine

Ligand id: 6796

Name: azacitidine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 2
Topological polar surface area 128.28
Molecular weight 245.09
XLogP -2.36
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2004), EMA (2009))
IUPAC Name
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
International Nonproprietary Names
INN number INN
4520 azacitidine
Synonyms
5-AZAC | 5-azacytidine | ladakamycin | U-18496 | Vidaza®
Database Links
CAS Registry No. 320-67-2
ChEBI CHEBI:2038
ChEMBL Ligand CHEMBL1489
DrugBank Ligand DB00928
PubChem CID 9444
RCSB PDB Ligand 5AE
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Wikipedia Azacitidine
Comments
DNA methyltransferase and RNA inhibitor. Azacitidine inhibits DNA methylation in vitro [3], but not by directly interacting with the methyltransferase enzyme DNMT1.