<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-14 15:34:50 UTC</creation_date>
  <update_date>2026-08-19 04:39:37 UTC</update_date>
  <accession/>
  <common_name>Pretomanid</common_name>
  <class>SmallMolecule</class>
  <description>Pretomanid is an organic compound with the chemical formula C14H12F3N3O5 and an average molecular weight of 359.26 g/mol. Pretomanid belongs to the benzylethers, a subclass of benzene and substituted derivatives within the organic compounds. 

This compound is identified in three recorded sources, including healthcare, pharmaceuticals and veterinary products as a drug for the treatment of tuberculosis, as well as electrical and electronic equipment specifically related to antennas and radio transmission systems. The recorded route of exposure for this substance is oral. 

Pretomanid interacts with seven recorded protein targets. It acts as an inhibitor or is otherwise associated with the enoyl-[acyl-carrier-protein] reductase [NADH] (inhA), the probable fatty acid synthase Fas (fas), the nucleoid-associated protein Lsr2 (lsr2), and the uncharacterized MFS-type transporter EfpA (efpA). Additionally, it targets three other proteins.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C14H12F3N3O5</chemical_formula>
  <average_molecular_weight>359.2574</average_molecular_weight>
  <monisotopic_moleculate_weight>359.072905124</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>187235-37-6</cas_registry_number>
  <smiles>[O-][N+](=O)C1=CN2C[C@@H](COC2=N1)OCC1=CC=C(OC(F)(F)F)C=C1</smiles>
  <inchi>InChI=1S/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1</inchi>
  <inchikey>ZLHZLMOSPGACSZ-NSHDSACASA-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>Pretomanid Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143962</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pretomanid Predicted Metabolism Pathway</name>
      <smpdb_id>SMP0174676</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>4.14</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>359.2574</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>359.072905124</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[O-][N+](=O)C1=CN2C[C@@H](COC2=N1)OCC1=CC=C(OC(F)(F)F)C=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C14H12F3N3O5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>ZLHZLMOSPGACSZ-NSHDSACASA-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:0x00007f7226271f60&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB05154</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>456199</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id/>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
    <target>
      <target_id/>
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      <target_id>BE0009744</target_id>
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  </targets>
</compound>
