Prodrug Information
Prodrug General Information | Top | |||||
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Prodrug ID |
D0K3NR
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Prodrug Name |
Fludarabine phosphate
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Synonyms |
Fludara; Fludarabine 5'-monophosphate; Oforta; 2-Fluoro-ARA AMP; Fludarabine (phosphate); Fludarabine monophosphate; FAMP; Fludura; 2-Fluoro-9-(5-O-phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine; Fludarabine Phosphate (Fludara); CHEBI:63599; 2-Fluoroadenine arabinoside 5'-monophosphate; NSC 312887; NSC 328002; 2-F-ara-AMP; F-ara-AMP; SR-05000001945; Beneflur; 9H-Purin-6-amine, 2-fluoro-9-(5-O-phosphono-b-D-arabinofuranosyl)-; FaraAMP; fluoro-ara-AMP; Fludarabine phosphate [USAN:BAN]; Fludara (TN); 2-Fluoro-ara-AMP; Fludarabine phosphate [USAN:USP:BAN]; Fludarabine phosphate; 2F-ara-AMP; Fludarabine Phosphate(Fludara); Fludarabine phosphate (JAN/USP)
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Indication | B-cell chronic lymphocytic leukaemia [ICD-11: 2A82.00; ICD-9: 204.1] | Approved | [1] | |||
Non-hodgkin lymphoma [ICD-11: 2B33.5; ICD-10: C82-C85; ICD-9: 200, 202] | Approved | [1] | ||||
Activation |
Prodrug |
Parent Drug |
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2D MOL 3D MOL | 2D MOL 3D MOL | |||||
(1) Bioconversion Enzyme:
Alkaline phosphatase
(EC 3.1)
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[2] | |||||
Prodrug Strategy |
Classical prodrug strategy
[Carrier linked prodrug]
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Improved property |
Increase solubility; Increase oral absorption
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[3] | ||||
Formula |
C10H13FN5O7P
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Canonical SMILES |
C1=NC2=C(N=C(N=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)F)N
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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
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InChIKey |
GIUYCYHIANZCFB-FJFJXFQQSA-N
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CAS Number |
CAS 75607-67-9
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:63599
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Parent Drug General Information | Top | |||||
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Parent Drug ID |
DE6F5Y
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Parent Drug Name |
Fludarabine
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Synonyms |
F-Ara-A; 2-Fluoro Ara-A; 9-beta-D-Arabinofuranosyl-2-fluoroadenine; Fludarabine [INN]; Fludarabinum [Latin]; Fludarabina [Spanish]; 2-F-ara-A; Fludarabine (INN); NSC 118218; Fludarabine (Fludara); 2-Fluoro-9-beta-D-arabinofuranosyladenine; 2-FLUORO-9-ARABINOADENINE; Fludarabinum; 2-Fluoroadenine-9-beta-D-arabinofuranoside; FaraA; Adenine, 9-beta-D-arabinofuranosyl-2-fluoro-; Fludarabina; SQ Fludarabine; Fluradosa (TN); CAS-21679-14-1; NSC-118218; Fludarabine free base; Fludarabine(Fludara)/; 2F-Ara-A; Fludarabine des-phosphate; 2-FLUORO-ARA-A; 2-F-ARAA; SCHEMBL3510; CHEMBL1568
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Formula |
C10H12FN5O4
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Canonical SMILES |
C1=NC2=C(N=C(N=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O)F)N
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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
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InChIKey |
HBUBKKRHXORPQB-FJFJXFQQSA-N
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CAS Number |
CAS 21679-14-1
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:94701
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Target and Pathway | Top | |||||
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Target(s) | DNA synthesis (DNA synth) | Target Info | Inhibitor | [1] |
References | Top | |||||
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REF 1 | Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2011 | |||||
REF 2 | Prodrugs: design and clinical applications. Nat Rev Drug Discov. 2008 Mar;7(3):255-70. | |||||
REF 3 | Prodrugs: a challenge for the drug development. Pharmacol Rep. 2013;65(1):1-14. |
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