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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1401
CHEMBL1401
Compound Name NITAZOXANIDE
ChEMBL Synonyms PH 5776 | NITAZOXANIDE | ALINIA
Max Phase 4 (Approved)
Trade Names ALINIA
Molecular Formula C12H9N3O5S

Additional synonyms for CHEMBL1401 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)Oc1ccccc1C(=O)Nc2ncc(s2)[N+](=O)[O-]
Standard InChI InChI=1S/C12H9N3O5S/c1-7(16)20-9-5-3-2-4-8(9)11(17)14-12-13- ...
Download InChI
Standard InChI Key YQNQNVDNTFHQSW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • MMV Pathogen Box
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1401

Molecule Features

CHEMBL1401 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Pyruvate:ferredoxin oxidoreductase inhibitor Pyruvate:ferredoxin oxidoreductase DailyMed
Pyruvate:ferredoxin oxidoreductase inhibitor Pyruvate:ferredoxin oxidoreductase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GASTROENTERITISD005759EFO:1001463GASTROENTERITIS2ClinicalTrials
CROHN DISEASED003424EFO:0000384CROHN'S DISEASE2ClinicalTrials
DIARRHEAD003967HP:0002014DIARRHEA3ClinicalTrials
HEPATITIS CD006526EFO:0003047HEPATITIS C INFECTION2ClinicalTrials
ROTAVIRUS INFECTIONSD012400EFO:0002622ROTAVIRUS INFECTION2ClinicalTrials
BRONCHIOLITISD001988HP:0011950BRONCHIOLITIS2ClinicalTrials
TUBERCULOSISD014376Orphanet:3389TUBERCULOSIS2ClinicalTrials
INFLUENZA, HUMAND007251EFO:0001669INFLUENZA INFECTION3ClinicalTrials

Clinical Data

ClinicalTrials.gov NITAZOXANIDE
The Cochrane Collaboration NITAZOXANIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1401. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.999
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.999
CHEMBL5514 Huntingtin Homo sapiens 0.997
CHEMBL2392 DNA polymerase beta Homo sapiens 0.996
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.991
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.988
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.988
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.974
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.929
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.926
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.794
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.349
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.296
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.227



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 1.000
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 1.000
CHEMBL5514 Huntingtin Homo sapiens 0.997
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.977
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.968
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.968
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.966
CHEMBL1293266 Nucleotide-binding oligomerization domain-containing protein 2 Homo sapiens 0.964
CHEMBL2392 DNA polymerase beta Homo sapiens 0.946
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.932
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.925
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.866
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.806
CHEMBL3423 Methionine aminopeptidase Escherichia coli K-12 0.800
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.746
CHEMBL4143 Calpain 2 Sus scrofa 0.683
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.634
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.473
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.439

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
307.3 307.0263 1.4 5 142.35 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 8 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.18 - 2.74 1.56 2 21 0.38

Structural Alerts

There are 9 structural alerts for CHEMBL1401. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AX - Other agents against amoebiasis and other protozoal diseases
P01AX11 - nitazoxanide

ChemSpider ChemSpider:YQNQNVDNTFHQSW-UHFFFAOYSA-N
DailyMed nitazoxanide
PubChem SID: 124889979 SID: 144204569 SID: 144208424 SID: 170465090 SID: 17388853 SID: 26719875 SID: 49681590 SID: 525698
Wikipedia Nitazoxanide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1401



ACToR 55981-09-4
BindingDB 50075050
Brenda 25107
ChEBI 94807
DrugBank DB00507
DrugCentral 1943
eMolecules 902205
EPA CompTox Dashboard DTXSID5033757
FDA SRS SOA12P041N
Human Metabolome Database HMDB0014649
IBM Patent System AB7D270E3CB2800A429DE717DCE95473
LINCS LSM-6002
Mcule MCULE-8701444531
NIH Clinical Collection SAM001246708
PDBe NTI
PharmGKB PA164754874
PubChem 41684
PubChem: Drugs of the Future 99431538
PubChem: Thomson Pharma 14800760
Selleck Nitazoxanide(Alinia)
SureChEMBL SCHEMBL40981
ZINC ZINC000003956788

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/YQNQNVDNTFHQSW-UHFFFAOYSA-N spacer
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