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

General Information of Drug (ID: DR5111)
Drug Name
Nitazoxanide
Prodrug Info Nitazoxanide is the prodrug of Nitazoxanide metabolite T
Synonyms
Alinia; Colufase; Cryptaz; Daxon; Heliton; Nitazoxanid; Nitazoxanida; Nitazoxanidum; Taenitaz; Tizoxanide glucuronide; AZT + Nitazoxanide; Alinia (TN); Annita (TN); Azt+ nitazoxanide; Daxon (TN); Dexidex (TN); Kidonax (TN); Nitax (TN); Nitazox (TN); Nitazoxanida [INN-Spanish]; Nitazoxanide [USAN:INN]; Nitazoxanidum [INN-Latin]; Pacovanton (TN); Paramix (TN); Phavic-1; Zox (TN); Nitazoxanide (USAN/INN); Daxon, Dexidex, Kidonax, Pacovanton, Paramix, Nitax, Zox, Nitazoxanide
Indication Diarrhea [ICD11: ME05] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 307.28 Topological Polar Surface Area 142
Heavy Atom Count 21 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
41684
ChEBI ID
CHEBI:94807
CAS Number
55981-09-4
TTD Drug ID
D08EBN
Formula
C12H9N3O5S
Canonical SMILES
CC(=O)OC1=CC=CC=C1C(=O)NC2=NC=C(S2)[N+](=O)[O-]
InChI
InChI=1S/C12H9N3O5S/c1-7(16)20-9-5-3-2-4-8(9)11(17)14-12-13-6-10(21-12)15(18)19/h2-6H,1H3,(H,13,14,17)
InChIKey
YQNQNVDNTFHQSW-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
Desacetyl-nitazoxanide DM005235 N. A. Oxidation - 3-hydroxylation 1 [2]
Nitazoxanide metabolite T DM016230
60140533
Oxidation - Deacetylation 1 [3]
Tizoxanide glucuronide DM005236 N. A. Unclear - Unclear 1 [2]
Nitazoxanide metabolite M2 DM016877 N. A. Unclear - Unclear 2 [3]
Nitazoxanide metabolite M3 DM016353
74603648
Conjugation - Glucuronidation 2 [3]
Nitazoxanide metabolite M4 DM016878 N. A. Conjugation - Glucuronide conjugation 2 [3]
Nitazoxanide metabolite M5 DM016339
71752595
Conjugation - Sulfate conjugation 2 [3]
Nitazoxanide metabolite M6 DM016876 N. A. Conjugation - Sulfate congation 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007670 Nitazoxanide Nitazoxanide metabolite T Oxidation - Deacetylation ES [3]
MR007676 Nitazoxanide Desacetyl-nitazoxanide Oxidation - 3-hydroxylation ENPP1 [2]
MR007677 Nitazoxanide Tizoxanide glucuronide Unclear - Unclear Unclear [2]
MR007671 Nitazoxanide metabolite T Nitazoxanide metabolite M5 Conjugation - Sulfate conjugation Unclear [3]
MR007672 Nitazoxanide metabolite T Nitazoxanide metabolite M3 Conjugation - Glucuronidation Unclear [3]
MR007673 Nitazoxanide metabolite T Nitazoxanide metabolite M6 Conjugation - Sulfate congation Unclear [3]
MR007674 Nitazoxanide metabolite T Nitazoxanide metabolite M2 Unclear - Unclear Unclear [3]
MR007675 Nitazoxanide metabolite T Nitazoxanide metabolite M4 Conjugation - Glucuronide conjugation 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
Nucleotide pyrophosphatase (Enpp1) DMEN209 Rattus norvegicus Not Available Not Available [2]
References
1 FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (NDA) 021497.
2 DrugBank(Pharmacology-Metabolism):Nitazoxanide
3 Metabolism of nitazoxanide in rats, pigs, and chickens: Application of liquid chromatography coupled to hybrid linear ion trap/Orbitrap mass spectrometer

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