vidarabine   

GtoPdb Ligand ID: 4806

Synonyms: CI-673 | Vira-A®
vidarabine is an approved drug (FDA (1976))
Compound class: Synthetic organic
Comment: Vidarabine is an antiviral drug. It is chemically related to cytarabine.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key OIRDTQYFTABQOQ-UHTZMRCNSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1976))
Withdrawn drug? Yes
IUPAC Name
(2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
International Nonproprietary Names
INN number INN
2842 vidarabine
Synonyms
CI-673 | Vira-A®
Database Links
CAS Registry No. 5536-17-4 (source: Scifinder)
ChEMBL Ligand CHEMBL1090
DrugBank Ligand DB00194
DrugCentral Ligand 2818
GtoPdb PubChem SID 178101508
PubChem CID 21704
RCSB PDB Ligand RAB
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Wikipedia Vidarabine