fludarabine   

GtoPdb Ligand ID: 4802

Synonyms: 2-F-Ara-A | CCRIS 3382 | F-Ara-A | Fludara®
fludarabine is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Fludarabine is a chemotherapy drug used to treat blood cancers.
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 285.09
XLogP -1.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1nc(F)nc2N
Isomeric SMILES OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1cnc2c1nc(F)nc2N
InChI InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1
InChI Key HBUBKKRHXORPQB-FJFJXFQQSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(2R,3S,4S,5R)-2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
International Nonproprietary Names
INN number INN
5214 fludarabine
Synonyms
2-F-Ara-A | CCRIS 3382 | F-Ara-A | Fludara®
Database Links
CAS Registry No. 21679-14-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1568
DrugBank Ligand DB01073
GtoPdb PubChem SID 178101504
PubChem CID 657237
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Wikipedia Fludarabine

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Tocris
Fludarabine
Cat. No. 3495