<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 04:28:12 UTC</creation_date>
  <update_date>2026-08-19 09:33:19 UTC</update_date>
  <accession/>
  <common_name>Fenbendazole</common_name>
  <class>SmallMolecule</class>
  <description>Fenbendazole is an organic compound with the chemical formula C15H13N3O2S and an average molecular weight of 299.35 g/mol. Fenbendazole belongs to the 2-benzimidazolylcarbamic acid esters, a subclass of benzimidazoles within the organic compounds. Within the broader classification of chemical substances, it is categorized as an organoheterocyclic compound.

The compound has been identified in or released from 29 recorded sources. In the realm of healthcare, pharmaceuticals, and veterinary products, it is used as an anthelmintic. Other recorded sources include food preservation within food, food processing, and cookware. It is also found in household items such as credit card holders, as well as household cleaning and consumer products, including pipe accessories, tobacco smoke filters, and non-electric simulated smoking devices. Within the building and construction sector, it is associated with floors, roofs, fencing, and tents or canopies. Additionally, it is linked to electrical and electronic equipment, including antennas, amplifiers, conductors or conductive bodies characterized by the conductive materials, discharge tubes with liquid pool cathodes, and discharge lamps, among 14 other sources. Recorded exposure routes for fenbendazole include oral and oropharyngeal pathways.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>methyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate</synonym>
  </synonyms>
  <chemical_formula>C15H13N3O2S</chemical_formula>
  <average_molecular_weight>299.348</average_molecular_weight>
  <monisotopic_moleculate_weight>299.072847365</monisotopic_moleculate_weight>
  <iupac_name>methyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate</iupac_name>
  <traditional_iupac>fenbendazole</traditional_iupac>
  <cas_registry_number>43210-67-9</cas_registry_number>
  <smiles>COC(=O)NC1=NC2=C(N1)C=CC(SC1=CC=CC=C1)=C2</smiles>
  <inchi>InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)</inchi>
  <inchikey>HDDSHPAODJUKPD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzimidazoles</class>
    <sub_class>2-benzimidazolylcarbamic acid esters</sub_class>
    <direct_parent>2-benzimidazolylcarbamic acid esters</direct_parent>
    <alternate_parents>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carbamate esters</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Diarylthioethers</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Imidazoles</alternative_parent>
      <alternative_parent>Organic carbonic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Sulfenyl compounds</alternative_parent>
      <alternative_parent>Thiophenol ethers</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>2-benzimidazolylcarbamic acid ester</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Aryl thioether</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Azole</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carbamic acid ester</substituent>
      <substituent>Carbonic acid derivative</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Diarylthioether</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imidazole</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Sulfenyl compound</substituent>
      <substituent>Thioether</substituent>
      <substituent>Thiophenol ether</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>benzimidazoles</descriptor>
      <descriptor>carbamate ester</descriptor>
      <descriptor>organic sulfide</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.99</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.33</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.69</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>6.09e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.99</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>9.59</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>4.06</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>methyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>299.348</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>299.072847365</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>COC(=O)NC1=NC2=C(N1)C=CC(SC1=CC=CC=C1)=C2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H13N3O2S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>HDDSHPAODJUKPD-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>67.01</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>83.61</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>31.76</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bb3faff00&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB11410</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3334</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3217</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
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  <pdb_id/>
  <wikipidia/>
  <general_references/>
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</compound>
