<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:41:24 UTC</creation_date>
  <update_date>2026-08-19 11:53:12 UTC</update_date>
  <accession/>
  <common_name>Gliclazide</common_name>
  <class>SmallMolecule</class>
  <description>Gliclazide is an organic compound with the chemical formula C15H21N3O3S and an average molecular weight of 323.41 g/mol. Gliclazide belongs to the benzenesulfonamides, a subclass of benzene and substituted derivatives within the organic compounds.

This compound is identified as being found in or released from 11 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is associated with gynecologicals and blood glucose lowering drugs, excluding insulins. Other sources include food preservation in food, food processing, and cookware; indoor air in air, dust, and atmospheric transport; and non-electric simulated smoking devices and tobacco smoke filters in household cleaning and consumer products. Additionally, it is linked to electrical and electronic equipment, specifically electrodes, television systems, gas filled discharge tubes with solid cathode, discharge lamps, and electrically stimulated smoking devices. Recorded exposure routes for the substance include oral and inhalation.

In terms of biological activity, two protein targets have been recorded for Gliclazide. It acts as a binder or otherwise unknown interactor of ATP-binding cassette sub-family C member 8 (ABCC8) and is also associated with Vascular endothelial growth factor A, long form (VEGFA).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C15H21N3O3S</chemical_formula>
  <average_molecular_weight>323.411</average_molecular_weight>
  <monisotopic_moleculate_weight>323.130362243</monisotopic_moleculate_weight>
  <iupac_name>1-(4-methylbenzenesulfonyl)-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea</iupac_name>
  <traditional_iupac>gliclazide</traditional_iupac>
  <cas_registry_number>21187-98-4</cas_registry_number>
  <smiles>CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN1CC2CCCC2C1</smiles>
  <inchi>InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)</inchi>
  <inchikey>BOVGTQGAOIONJV-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Benzenesulfonamides</sub_class>
    <direct_parent>Benzenesulfonamides</direct_parent>
    <alternate_parents>
      <alternative_parent>Aminosulfonyl compounds</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenesulfonyl compounds</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic carbonic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Organosulfonic acids and derivatives</alternative_parent>
      <alternative_parent>Pyrrolidines</alternative_parent>
      <alternative_parent>Semicarbazides</alternative_parent>
      <alternative_parent>Sulfonylureas</alternative_parent>
      <alternative_parent>Tosyl compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aminosulfonyl compound</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenesulfonamide</substituent>
      <substituent>Benzenesulfonyl group</substituent>
      <substituent>Carbonic acid derivative</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organic sulfonic acid or derivatives</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Organosulfonic acid or derivatives</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Pyrrolidine</substituent>
      <substituent>Semicarbazide</substituent>
      <substituent>Sulfonyl</substituent>
      <substituent>Sulfonylurea</substituent>
      <substituent>Toluene</substituent>
      <substituent>Tosyl compound</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>N-sulfonylurea</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Gliclazide Action Pathway</name>
      <smpdb_id>SMP0000461</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Gliclazide Action Pathway (New)</name>
      <smpdb_id>SMP0126302</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Gliclazide Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143541</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Gliclazide Predicted Metabolism Pathway</name>
      <smpdb_id>SMP0174840</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.73</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.52</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.23</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.90e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.73</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.07</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>1.38</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>1-(4-methylbenzenesulfonyl)-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>323.411</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>323.130362243</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN1CC2CCCC2C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H21N3O3S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>BOVGTQGAOIONJV-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>78.51</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>83.88</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>34.22</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>-1</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:0x00007f3baef91370&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB01120</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3475</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3356</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
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  </targets>
</compound>
