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fludarabine phosphate
A purine arabinonucleoside monophosphate having 2-fluoroadenine as the nucleobase. A prodrug, it is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. Once incorporated into DNA, 2-fluoro-ara-ATP functions as a DNA chain terminator. It is used for the treatment of adult patients with B-cell chronic lymphocytic leukemia (CLL) who have not responded to, or whose disease has progressed during, treatment with at least one standard alkylating-agent containing regimenas.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antiviral agent [CHEBI:22587] > fludarabine phosphate [CHEBI:63599]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 DNA synthesis inhibitor [CHEBI:59517] (15) 
 fludarabine phosphate [CHEBI:63599] (1)
 antimetabolite [CHEBI:35221] (34) 
 fludarabine phosphate [CHEBI:63599] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antiviral agent [CHEBI:22587] (216) 
 fludarabine phosphate [CHEBI:63599] (1)
 immunomodulator [CHEBI:50846] (61) 
 immunosuppressive agent [CHEBI:35705] (43) 
 fludarabine phosphate [CHEBI:63599] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 fludarabine phosphate [CHEBI:63599] (1)
 prodrug [CHEBI:50266] (88) 
 fludarabine phosphate [CHEBI:63599] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 halogen molecular entity [CHEBI:24471] (1475) 
 fluorine molecular entity [CHEBI:24062] (288) 
 organofluorine compound [CHEBI:37143] (275) 
 fludarabine phosphate [CHEBI:63599] (1)
 halide [CHEBI:37578] (1402) 
 organohalogen compound [CHEBI:36684] (976) 
 organofluorine compound [CHEBI:37143] (275) 
 fludarabine phosphate [CHEBI:63599] (1)
 pnictogen molecular entity [CHEBI:33302] (10027) 
 phosphorus molecular entity [CHEBI:26082] (2769) 
 organophosphorus compound [CHEBI:25710] (1528) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 phosphorus oxoacids and derivatives [CHEBI:36360] (2691) 
 phosphorus oxoacid derivative [CHEBI:36359] (2628) 
 phosphoric acid derivative [CHEBI:26079] (2611) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 phosphate [CHEBI:26020] (1522) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 phosphoric ester [CHEBI:37734] (1466) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organophosphorus compound [CHEBI:25710] (1528) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 organohalogen compound [CHEBI:36684] (976) 
 organofluorine compound [CHEBI:37143] (275) 
 fludarabine phosphate [CHEBI:63599] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 N-glycosyl compound [CHEBI:21731] (294) 
 nucleoside analogue [CHEBI:60783] (14) 
 fludarabine phosphate [CHEBI:63599] (1)
 ester [CHEBI:35701] (3370) 
 phosphoric ester [CHEBI:37734] (1466) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 heteroarene [CHEBI:33833] (1648) 
 nucleobase-containing molecular entity [CHEBI:61120] (573) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 oxoacid derivative [CHEBI:33241] (3254) 
 phosphorus oxoacid derivative [CHEBI:36359] (2628) 
 phosphoric acid derivative [CHEBI:26079] (2611) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 phosphate [CHEBI:26020] (1522) 
 organic phosphate [CHEBI:25703] (1511) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 phosphoric ester [CHEBI:37734] (1466) 
 nucleoside phosphate [CHEBI:25608] (412) 
 nucleoside monophosphate [CHEBI:17188] (64) 
 purine nucleoside monophosphate [CHEBI:26392] (39) 
 purine arabinonucleoside monophosphate [CHEBI:37514] (1) 
 fludarabine phosphate [CHEBI:63599] (1)
 halide [CHEBI:37578] (1402) 
 organohalogen compound [CHEBI:36684] (976) 
 organofluorine compound [CHEBI:37143] (275) 
 fludarabine phosphate [CHEBI:63599] (1)
ChEBI Compound Accession Identifier  [CHEBI:63599]
ChEBI Compound Description  A purine arabinonucleoside monophosphate having 2-fluoroadenine as the nucleobase. A prodrug, it is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. Once incorporated into DNA, 2-fluoro-ara-ATP functions as a DNA chain terminator. It is used for the treatment of adult patients with B-cell chronic lymphocytic leukemia (CLL) who have not responded to, or whose disease has progressed during, treatment with at least one standard alkylating-agent containing regimenas.
ChEBI Compound Identification Number  63599
ChEBI InChI Value  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
ChEBI InChIKey Value  GIUYCYHIANZCFB-FJFJXFQQSA-N
ChEBI Compound Name  fludarabine phosphate
ChEBI SMILES Value  Nc1nc(F)nc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
ChEBI Substance ID  135610126
ChEBI URL  ChEBI:63599
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  GIUYCYHIANZCFB_FJFJXFQQSA_N_000_000000
PubChem Compound ID  30751