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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL290960
CHEMBL290960
Compound Name NIFURTIMOX
ChEMBL Synonyms BAY 2502 | LAMPIT | NIFURTIMOX | BAY A2502 | DNDI1613515 | BAYER 2502
Max Phase 4 (Approved)
Trade Names LAMPIT
Molecular Formula C10H13N3O5S

Additional synonyms for CHEMBL290960 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1CS(=O)(=O)CCN1\N=C\c2oc(cc2)[N+](=O)[O-]
Standard InChI InChI=1S/C10H13N3O5S/c1-8-7-19(16,17)5-4-12(8)11-6-9-2-3-10( ...
Download InChI
Standard InChI Key ARFHIAQFJWUCFH-IZZDOVSWSA-N

Sources

  • British National Formulary
  • Drugs for Neglected Diseases Initiative (DNDi)
  • MMV Pathogen Box
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL290960

Molecule Features

CHEMBL290960 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NeuroblastomaD009447EFO:0000621neuroblastoma1ClinicalTrials
TrypanosomiasisD014352DOID:10113trypanosomiasis3ClinicalTrials
Trypanosomiasis, AfricanD014353EFO:0005225human african trypanosomiasis2ClinicalTrials

Clinical Data

ClinicalTrials.gov NIFURTIMOX
The Cochrane Collaboration NIFURTIMOX

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 CHEMBL290960. 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
CHEMBL2392 DNA polymerase beta Homo sapiens 1.000
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.999
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.998
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.997
CHEMBL5514 Huntingtin Homo sapiens 0.997
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.994
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.994
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.991
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.985
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.978
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.951
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.923
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.744
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.401
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.204



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 1.000
CHEMBL2392 DNA polymerase beta Homo sapiens 0.999
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.996
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.996
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.995
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.994
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.991
CHEMBL5514 Huntingtin Homo sapiens 0.975
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.950
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.916
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.902
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.883
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.795
CHEMBL1741179 Probable DNA dC->dU-editing enzyme APOBEC-3A Homo sapiens 0.761
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.759
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.701
CHEMBL4143 Calpain 2 Sus scrofa 0.668
CHEMBL1293229 Nuclear receptor subfamily 4 group A member 1 Homo sapiens 0.629
CHEMBL2635 Dual specificity protein phosphatase 3 Homo sapiens 0.603
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.569

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
287.3 287.0576 0.64 3 106.02 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 0 0 8 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - .72 .72 1 19 0.46

Structural Alerts

There are 6 structural alerts for CHEMBL290960. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01C - AGENTS AGAINST LEISHMANIASIS AND TRYPANOSOMIASIS
P01CC - Nitrofuran derivatives
P01CC01 - nifurtimox

ChemSpider ChemSpider:ARFHIAQFJWUCFH-IZZDOVSWSA-N
Wikipedia Nifurtimox

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL290960



Brenda 201833
ChEBI 7566
DrugBank DB11820
DrugCentral 1929
eMolecules 28295297
KEGG Ligand C08002
MolPort MolPort-006-395-353
PubChem 6842999
PubChem: Drugs of the Future 26683773
PubChem: Thomson Pharma 14775577
SureChEMBL SCHEMBL1650162

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