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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1448
CHEMBL1448
Compound Name NICLOSAMIDE
ChEMBL Synonyms Yomesan | Ex A Lint | NICLOSAMIDE | Lintex | Nicloside | BAY-2353 | NICLOCIDE | BAY 2353
Max Phase 4 (Approved)
Trade Names Ex A Lint | Yomesan | NICLOCIDE | Lintex | Nicloside
Molecular Formula C13H8Cl2N2O4

Additional synonyms for CHEMBL1448 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Oc1ccc(Cl)cc1C(=O)Nc2ccc(cc2Cl)[N+](=O)[O-]
Standard InChI InChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2- ...
Download InChI
Standard InChI Key RJMUSRYZPJIFPJ-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL1448

Molecule Features

CHEMBL1448 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA PubMed
DNA inhibitor DNA PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov NICLOSAMIDE
The Cochrane Collaboration NICLOSAMIDE

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 CHEMBL1448. 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
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.999
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.997
CHEMBL330 Glutamate (NMDA) receptor subunit zeta 1 Rattus norvegicus 0.988
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.987
CHEMBL2568 Liver glycogen phosphorylase Homo sapiens 0.983
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.966
CHEMBL5658 Prostaglandin E synthase Homo sapiens 0.936
CHEMBL2392 DNA polymerase beta Homo sapiens 0.929
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.848
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.835
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.684
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.581
CHEMBL5514 Huntingtin Homo sapiens 0.515
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.436
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.433
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.349
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.345
CHEMBL3526 Muscle glycogen phosphorylase Homo sapiens 0.239



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4304 Calcium-activated potassium channel subunit alpha-1 Homo sapiens 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 1.000
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.999
CHEMBL3864 Protein-tyrosine phosphatase 2C Homo sapiens 0.998
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.997
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.993
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.992
CHEMBL2568 Liver glycogen phosphorylase Homo sapiens 0.990
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.989
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 0.986
CHEMBL5514 Huntingtin Homo sapiens 0.951
CHEMBL3201 Aryl hydrocarbon receptor Homo sapiens 0.935
CHEMBL2635 Dual specificity protein phosphatase 3 Homo sapiens 0.902
CHEMBL2392 DNA polymerase beta Homo sapiens 0.900
CHEMBL5658 Prostaglandin E synthase Homo sapiens 0.897
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.827
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.824
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.796
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.749
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.743

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
327.1 325.9861 3.6 3 95.15 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.45 - 3.77 3.53 2 21 0.67

Structural Alerts

There are 5 structural alerts for CHEMBL1448. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P02 - ANTHELMINTICS
P02D - ANTICESTODALS
P02DA - Salicylic acid derivatives
P02DA01 - niclosamide

ChemSpider ChemSpider:RJMUSRYZPJIFPJ-UHFFFAOYSA-N
PubChem SID: 104171199 SID: 11111533 SID: 11111534 SID: 124880876 SID: 144203760 SID: 144211066 SID: 170465184 SID: 174006693 SID: 26747596 SID: 26753613 SID: 50100291 SID: 50106712 SID: 50106713 SID: 56463356 SID: 85231153 SID: 90341111
Wikipedia Niclosamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1448



ACToR 50-65-7
BindingDB 11242
Brenda 37029
ChEBI 7553
DrugBank DB06803
DrugCentral 1912
eMolecules 500941
EPA CompTox Dashboard DTXSID7040362
FDA SRS 8KK8CQ2K8G
Guide to Pharmacology 8494
Human Metabolome Database HMDB0015679
IBM Patent System 214958AA3AFE8FF540DBA280AECAF3C0
LINCS LSM-2787
Mcule MCULE-9985514311
MolPort MolPort-000-181-408
PharmGKB PA165958408
PubChem 4477
PubChem: Thomson Pharma 14924163
Selleck niclosamide-niclocide
SureChEMBL SCHEMBL67182
ZINC ZINC000003874496

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