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

General Information of Drug (ID: DR2287)
Drug Name
Flucytosine
Prodrug Info Flucytosine is the prodrug of Fluorouracil
Synonyms
Flucitosina; Flucitosina [DCIT]; Flucystine; Flucytosin; Flucytosine (JP15/USP/INN); Flucytosine [USAN:INN:BAN:JAN]; Flucytosinum; Flucytosinum [INN-Latin]; Flucytosone; Fluocytosine; Fluorcytosine; Fluorocytosine; Alcobon; Ancobon; Ancobon (TN); Ancotil; Ancotyl; Cytosine, 5-fluoro-(6CI,7CI,8CI); GL663142 & 5FC; LT00771985; Ro 2-9915; Ro 29915 E/265601; Ro-2-9915; 2(1H)-Pyrimidinone, 4-amino-5-fluoro-); 2-Hydroxy-4-amino-5-fluoropyrimidine; 4-Amino-5-fluoro-2(1H)-pyrimidinone; 4-Amino-5-fluoro-2-hydroxypyrimidine; 4-Amino-5-fluoro-2-hyroxypyrimidine; 4-Amino-5-fluoropyrimidin-2(1H)-one; 5-FC; 5-Flucytosine; 5-Fluorocystosine; 5-Fluorocytosin; 5-Fluorocytosine; 5-Fluorocytosine-6-3H; 5-Flurocytosine; 5-fluoro cytosine; 5987P; 6-Amino-2-oxo-5-fluoropyrimidine; 6-amino-5-fluoro-1H-pyrimidin-2-one; 9074P; F0321; GL663142 & 4-Amino-5-fluoropyrimidin-2(1H)-one
Indication Cryptococcosis [ICD11: 1F27] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 129.09 Topological Polar Surface Area 67.5
Heavy Atom Count 9 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
3366
PubChem SID
405592 ; 602763 ; 841044 ; 1434447 ; 3140368 ; 3218074 ; 5270497 ; 5329900 ; 5431724 ; 6041883 ; 7847389 ; 7979233 ; 8139861 ; 11112505 ; 11404488 ; 11466962 ; 11468082 ; 11486773 ; 11564865 ; 14747633 ; 15194483 ; 24712291 ; 24870520 ; 24894919 ; 24894928 ; 26719629 ; 29222501 ; 39910157 ; 46386766 ; 46504735 ; 47662407 ; 47736597 ; 48110551 ; 48110552 ; 48416018 ; 49699216 ; 49831643 ; 49960195 ; 51074762 ; 53653662 ; 56424024 ; 57321755 ; 57930982 ; 81041221 ; 83591697 ; 85086121 ; 87570095 ; 87633378 ; 88817477 ; 92125834
ChEBI ID
ChEBI:5100
CAS Number
2022-85-7
TTD Drug ID
D0S5WG
Formula
C4H4FN3O
Canonical SMILES
C1=NC(=O)NC(=C1F)N
InChI
1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChIKey
XRECTZIEBJDKEO-UHFFFAOYSA-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
Fluorouracil DM000190
3385
Unclear 1 [3]
FdUMP DM006276
8642
Unclear 2 [3]
FUrd DM006272
9427
Unclear 2 [3]
FUMP DM006273
54609526
Unclear 3 [3]
FUDP DM006274
444503
Unclear 4 [3]
FdUDP DM006275
53882537
Unclear 5 [3]
FUTP DM006277
1025548
Unclear 5 [3]
FdUMP DM006276
8642
Unclear 6 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006727 Flucytosine 5-FU Unclear COD [3]
MR006728 5-FU FUrd Unclear Unclear [3]
MR006734 5-FU FdUMP Unclear Unclear [3]
MR006729 FUrd FUMP Unclear Unclear [3]
MR006730 FUMP FUDP Unclear Unclear [3]
MR006731 FUDP FdUDP Unclear Unclear [3]
MR006733 FUDP FUTP Unclear Unclear [3]
MR006732 FdUDP FdUMP Unclear Unclear [3]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1275 Lactobacillus johnsonii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1435 Lactobacillus reuteri Not Available Not Available [2]
References
1 Flucytosine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Activation of multiple chemotherapeutic prodrugs by the natural enzymolome of tumour-localised probiotic bacteria. J Control Release. 2016 Jan 28;222:9-17.
3 Study of the metabolism of flucytosine in Aspergillus species by 19F nuclear magnetic resonance spectroscopy

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.