Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2403)
Drug Name
Fludarabine phosphate
Prodrug Info Fludarabine phosphate is the prodrug of Fludarabine
Synonyms
Fludarabine (phosphate); Fludarabine 5'-monophosphate; Fludarabine Phosphate (Fludara); Fludarabine monophosphate; Fludura; Gedeptin; Oforta; fludara; fludarabine phosphate; 1X9VK9O1SC; 2-Fluoro-9-(5-O-phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine; 2-Fluoro-ARA AMP; 2-Fluoroadenine arabinoside 5'-monophosphate; 75607-67-9; 9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate; 9-beta-D-Arab; 9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate; C10H13FN5O7P; CHEBI:63599; FAMP; NSC 312887; NSC 328002; NSC-312887; UNII-1X9VK9O1SC
Indication Chronic lymphocytic leukaemia [ICD11: 2A82] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 365.21 Topological Polar Surface Area 186
Heavy Atom Count 24 Rotatable Bond Count 4
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 12
Cross-matching ID
PubChem CID
30751
ChEBI ID
CHEBI:63599
CAS Number
75607-67-9
TTD Drug ID
D0TO2R
Formula
C10H13FN5O7P
Canonical SMILES
C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)COP(=O)(O)O)O)O)F)N
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
InChIKey
GIUYCYHIANZCFB-FJFJXFQQSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
5'-triphosphate (F-ara-ATP) DM006278
22842095
Unclear 1 [2]
Fludarabine DM020055
657237
Other reaction - Dephosphorylation 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006735 Fludarabine phosphate 5'-triphosphate (F-ara-ATP) Unclear DCK [2]
MR014192 Fludarabine phosphate Fludarabine Other reaction - Dephosphorylation ALP [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Deoxycytidine kinase (DCK) DME0443 Homo sapiens
DCK_HUMAN
2.7.1.74
[2]
Unclear metabolic mechanism (DME-unclear) DME1265 Escherichia coli Not Available Not Available [3]
References
1 Fludarabine phosphate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Metabolism and action of fludarabine phosphate
3 Activation of multiple chemotherapeutic prodrugs by the natural enzymolome of tumour-localised probiotic bacteria. J Control Release. 2016 Jan 28;222:9-17.
4 Prodrugs: design and clinical applications

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