Fludarabine phosphateProduct ingredient for Fludarabine

Name
Fludarabine phosphate
Drug Entry
Fludarabine

Fludarabine is a chemotherapeutic agent used in the treatment of hematological malignancies. It is commonly marketed under the brand name Fludara.

Accession Number
DBSALT000425
Structure
Thumb
Synonyms
2-Fluoro-ARA AMP / 2-Fluoroadenine arabinoside 5'-monophosphate / 2F-ara-AMP / 9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate / 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate) / 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate / FAMP / Fludarabine 5'-monophosphate / Fludarabine monophosphate / Fludarabine phosphate
UNII
1X9VK9O1SC
CAS Number
75607-67-9
Weight
Average: 365.2117
Monoisotopic: 365.053662512
Chemical Formula
C10H13FN5O7P
InChI Key
GIUYCYHIANZCFB-FJFJXFQQSA-N
InChI
InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1
IUPAC Name
{[(2R,3S,4S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1
Human Metabolome Database
HMDB0015206
KEGG Drug
D01907
PubChem Compound
30751
ChemSpider
28532
BindingDB
50248004
ChEBI
63599
ChEMBL
CHEMBL1096882
ZINC
ZINC000003927870
PharmGKB
PA449655
Wikipedia
Fludarabine
Predicted Properties
PropertyValueSource
Water Solubility2.97 mg/mLALOGPS
logP-2.5ALOGPS
logP-2ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.35ChemAxon
pKa (Strongest Basic)0.63ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area186.07 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity74.93 m3·mol-1ChemAxon
Polarizability30.03 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon