<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-04 18:11:41 UTC</creation_date>
  <update_date>2026-08-21 17:48:08 UTC</update_date>
  <accession/>
  <common_name>Enzalutamide</common_name>
  <class>SmallMolecule</class>
  <description>Enzalutamide is an organic compound with the formula C21H16F4N4O2S1 and an average molecular weight of 464.44 g/mol. Enzalutamide belongs to the imidazolidines, a subclass of azolidines within the organic compounds. It is categorized as an organoheterocyclic compound. The substance acts as an inhibitor of the androgen receptor (AR).

Enzalutamide is used as a treatment for prostate cancer (PMC10313599, PMC7728060, PMC8855934). It has been released from two recorded sources: electric hearing aids (Electrical &amp; Electronic Equipment) and hormone antagonists and related agents (Healthcare, pharmaceuticals &amp; veterinary products). The recorded exposure route for this compound is oral. Associated health effects include hypertension (PMC9869701), fatigue (PMC9869701), and cognitive impairment (PMC9869701).</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>10.1021/jm301714s</synonym>
    <synonym>4-(3-(4-Cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-N-me</synonym>
    <synonym>4-(3-(4-Cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-4-keto-5,5-dimethyl-2-thioxo-imidazolidin-1-yl]-2-fluoro-N-methyl-benzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylidene-1-imidazolidinyl]-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylidene-imidazolidin-1-yl]-2-fluoro-N-methyl-benzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylideneimidazolidin-1-yl]-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methyl-benzamide</synonym>
    <synonym>4-[3-[4-Cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-imidazolidin-1-yl]-2-fluoro-N-methyl-benzamide</synonym>
    <synonym>4-{3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylideneimidazolidin-1-yl}-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-{3-[4-Cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl}-2-fluoro-N-methylbenzamide</synonym>
    <synonym>4-{3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl}-2-fluoro-N-methylbenzamide</synonym>
    <synonym>93T0T9GKNU</synonym>
    <synonym>Benzamide, 4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methyl-</synonym>
    <synonym>BR-72825</synonym>
    <synonym>Enzalutamida</synonym>
    <synonym>Enzalutamide</synonym>
    <synonym>Enzalutamide (MDV3100)</synonym>
    <synonym>Enzalutamide(MDV3100)</synonym>
    <synonym>Enzalutamide, MDV3100, MDV-3100, MDV 3100</synonym>
    <synonym>Enzalutamidum</synonym>
    <synonym>MDV 3100</synonym>
    <synonym>MDV 3100?(Enzalutamide)/4-[3-[4-Cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methylbenzamide</synonym>
    <synonym>MDV-3100</synonym>
    <synonym>MDV-3100|MDV3100|XtandiÃ‚Â®</synonym>
    <synonym>MDV3100</synonym>
    <synonym>MDV3100 (Enzalutamide)</synonym>
    <synonym>MDV3100 Enzalutamide</synonym>
    <synonym>n-methyl-4-[3-(4-cyano-3-trifluoromethylphenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl]-2-fluorobenzamide</synonym>
    <synonym>UNII-93T0T9GKNU</synonym>
    <synonym>UNII:93T0T9GKNU</synonym>
    <synonym>Xtandi</synonym>
    <synonym>XtandiÃ‚Â®</synonym>
    <synonym>[915087-33-1]</synonym>
  </synonyms>
  <chemical_formula>C21H16F4N4O2S1</chemical_formula>
  <average_molecular_weight>464.437</average_molecular_weight>
  <monisotopic_moleculate_weight>464.093009</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>915087-33-1</cas_registry_number>
  <smiles>CNC(=O)C1=C(F)C=C(C=C1)N1C(=S)N(C(=O)C1(C)C)C1=CC(=C(C=C1)C#N)C(F)(F)F</smiles>
  <inchi>InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)</inchi>
  <inchikey>WXCXUHSOUPDCQV-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom/>
    <super_class/>
    <class/>
    <sub_class/>
    <direct_parent/>
    <alternate_parents/>
    <substituents/>
    <molecular_framework/>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Enzalutamide Drug Metabolism</name>
      <smpdb_id>SMP0130793</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Enzalutamide Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144209</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>4.16</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>464.437</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>464.093009</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CNC(=O)C1=C(F)C=C(C=C1)N1C(=S)N(C(=O)C1(C)C)C1=CC(=C(C=C1)C#N)C(F)(F)F</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C21H16F4N4O2S1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>WXCXUHSOUPDCQV-UHFFFAOYSA-N</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:0x00007f722665cee0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB08899</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>15951529</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>13093347</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
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    <target>
      <target_id>BE0000132</target_id>
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  </targets>
</compound>
