niclosamide Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
nicotinic acid or nicotinoyl alcohol derivatives 1912 50-65-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • clonitralide
  • niclocide
  • niclosamide
  • cestocide
An antihelmintic that is active against most tapeworms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p48). Although suggested as a potential treatment for COVID-19 based on its broad antiviral activity, including in vitro activity against coronaviruses, there are no data to support the use of niclosamide in the treatment of COVID-19.
  • Molecular weight: 327.12
  • Formula: C13H8Cl2N2O4
  • CLOGP: 4.34
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 95.15
  • ALOGS: -4.61
  • ROTB: 3

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
2 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 4 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.01 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 87.34 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
None FDA BAYER PHARMS

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC P02DA01 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ANTHELMINTICS
ANTICESTODALS
Salicylic acid derivatives
MeSH PA D000871 Anthelmintics
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000923 Anticestodal Agents
MeSH PA D000969 Antinematodal Agents
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000980 Antiplatyhelmintic Agents
MeSH PA D008975 Molluscacides
MeSH PA D010575 Pesticides
CHEBI has role CHEBI:33904 molluscicides
CHEBI has role CHEBI:167183 piscicides

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Taenia Infection indication
Diphyllobothrium Infections indication
Hymenolepiasis Infections indication
Dipylidiasis Infections off-label use

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.39 acidic
pKa2 8.6 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 2C9 Enzyme EC50 7.05 WOMBAT-PK
Epidermal growth factor receptor Kinase IC50 4.98 CHEMBL
RAC-alpha serine/threonine-protein kinase Kinase IC50 4.23 CHEMBL
Vascular endothelial growth factor receptor 2 Kinase IC50 4.64 CHEMBL
Proto-oncogene tyrosine-protein kinase Src Kinase IC50 5 CHEMBL
Angiopoietin-1 receptor Kinase IC50 4.17 CHEMBL
Tyrosine-protein kinase JAK2 Kinase IC50 5 CHEMBL
Signal transducer and activator of transcription 3 Transcription factor IC50 6.60 CHEMBL
Aurora kinase A Kinase IC50 4.27 CHEMBL
3-phosphoinositide-dependent protein kinase 1 Kinase IC50 4.08 CHEMBL
Fibroblast growth factor receptor 1 Kinase IC50 4.88 CHEMBL
Mast/stem cell growth factor receptor Kit Kinase IC50 4.56 CHEMBL
Glycogen synthase kinase-3 beta Kinase IC50 4.11 CHEMBL
Tyrosine-protein kinase Lyn Kinase IC50 4.62 CHEMBL
SARS-CoV-2 Virus INHIBITOR IC50 6.55 SCIENTIFIC LITERATURE

External reference:

IDSource
4018264 VUID
N0000146594 NUI
D00436 KEGG_DRUG
4018264 VANDF
C0055927 UMLSCUI
CHEBI:7553 CHEBI
CHEMBL1448 ChEMBL_ID
D009534 MESH_DESCRIPTOR_UI
DB06803 DRUGBANK_ID
4477 PUBCHEM_CID
8494 IUPHAR_LIGAND_ID
1532 INN_ID
8KK8CQ2K8G UNII
227721 RXNORM
4944 MMSL
5172 MMSL
d01126 MMSL
002990 NDDF
387334008 SNOMEDCT_US
5975000 SNOMEDCT_US

Pharmaceutical products:

None