fludarabine   Click here for help

GtoPdb Ligand ID: 4802

Synonyms: 2-F-Ara-A | CCRIS 3382 | F-Ara-A | Fludara®
Approved drug
fludarabine is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Fludarabine is a chemotherapy drug used to treat blood cancers.
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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 285.09
XLogP -1.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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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 Click here for help
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 Click here for help
(2R,3S,4S,5R)-2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
International Nonproprietary Names Click here for help
INN number INN
5214 fludarabine
Synonyms Click here for help
2-F-Ara-A | CCRIS 3382 | F-Ara-A | Fludara®
Database Links Click here for help
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