<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2011-09-21 00:18:53 UTC</creation_date>
  <update_date>2015-10-09 22:31:18 UTC</update_date>
  <accession>FDB022740</accession>
  <name>Clotrimazole</name>
  <description>Clotrimazole is an imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. -- Pubchem; There is the potential for drug interactions with Clotrimazole if taken orally, as it is a potent, specific inhibitor of cytochrome P450 oxidase enzymes and so may alter the metabolism of other drugs.; Clotrimazole is an antifungal medication commonly used in the treatment of fungal infections of both humans and animals such as vaginal yeast infections and ringworm. -- Wikipedia; An imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane.; Clotrimazole is a potent, specific inhibitor of cytochrome P450 oxidase enzymes. Hence, it may alter the metabolism of other drugs particularly if taken orally. -- Wikipedia; Clotrimazole is an antifungal medication commonly used in the treatment of fungal infections of both humans and animals such as vaginal yeast infections and ringworm. It also used to treat athlete's foot and jock itch. [HMDB]</description>
  <synonyms>
    <synonym>(Chlorotrityl)imidazole</synonym>
    <synonym>1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole</synonym>
    <synonym>1-(a-(2-Chlorophenyl)benzhydryl)imidazole</synonym>
    <synonym>1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole</synonym>
    <synonym>1-(O-chloro-a,a-Diphenylbenzyl)imidazole</synonym>
    <synonym>1-(O-chloro-alpha,alpha-Diphenylbenzyl)imidazole</synonym>
    <synonym>1-(O-chloro-α,α-diphenylbenzyl)imidazole</synonym>
    <synonym>1-(o-Chlorotrityl)imidazole</synonym>
    <synonym>1-(α-(2-chlorophenyl)benzhydryl)imidazole</synonym>
    <synonym>Canesten</synonym>
    <synonym>Canesten 1-Day Cream Combi-Pak</synonym>
    <synonym>Canesten 1-Day Therapy</synonym>
    <synonym>Canesten 3-Day Therapy</synonym>
    <synonym>Canesten 6-Day Therapy</synonym>
    <synonym>Canesten Combi-Pak 1-Day Therapy</synonym>
    <synonym>Canesten Combi-Pak 3-Day Therapy</synonym>
    <synonym>Canesten Cream</synonym>
    <synonym>Canesten Solution</synonym>
    <synonym>Canestine</synonym>
    <synonym>Chlotrimazole</synonym>
    <synonym>Clotrimaderm</synonym>
    <synonym>Clotrimaderm Cream</synonym>
    <synonym>Clotrimazol</synonym>
    <synonym>Clotrimazole</synonym>
    <synonym>Clotrimazolum</synonym>
    <synonym>Desamix F</synonym>
    <synonym>Empecid</synonym>
    <synonym>Fem Care</synonym>
    <synonym>FemCare</synonym>
    <synonym>Gyne lotrimin</synonym>
    <synonym>Gyne-lotrimin</synonym>
    <synonym>Gyne-Lotrimin 3</synonym>
    <synonym>Gyne-Lotrimin 3 Combination Pack</synonym>
    <synonym>Gyne-Lotrimin Combination Pack</synonym>
    <synonym>Gyne-Lotrimin3</synonym>
    <synonym>Gyne-Lotrimin3 Combination Pack</synonym>
    <synonym>Gynix</synonym>
    <synonym>Lopac-C-6019</synonym>
    <synonym>Lotrimax</synonym>
    <synonym>Lotrimin</synonym>
    <synonym>Lotrimin AF</synonym>
    <synonym>Lotrimin AF Cream</synonym>
    <synonym>Lotrimin AF Jock-Itch Cream</synonym>
    <synonym>Lotrimin AF Lotion</synonym>
    <synonym>Lotrimin AF Solution</synonym>
    <synonym>Lotrimin Cream</synonym>
    <synonym>Lotrimin Lotion</synonym>
    <synonym>Lotrimin Solution</synonym>
    <synonym>Lotrisone</synonym>
    <synonym>Mono-baycuten</synonym>
    <synonym>Monobaycuten</synonym>
    <synonym>Mycelax</synonym>
    <synonym>Mycelex</synonym>
    <synonym>Mycelex 7</synonym>
    <synonym>Mycelex Cream</synonym>
    <synonym>Mycelex G</synonym>
    <synonym>Mycelex OTC</synonym>
    <synonym>Mycelex Solution</synonym>
    <synonym>Mycelex Troches</synonym>
    <synonym>Mycelex Twin Pack</synonym>
    <synonym>Mycelex-7</synonym>
    <synonym>Mycelex-7 Combination Pack</synonym>
    <synonym>Mycelex-G</synonym>
    <synonym>Mycelex: MycosporinRimazole</synonym>
    <synonym>Myclo Cream</synonym>
    <synonym>Myclo Solution</synonym>
    <synonym>Myclo Spray Solution</synonym>
    <synonym>Myclo-Gyne</synonym>
    <synonym>Mycosporin</synonym>
    <synonym>Mykosporin</synonym>
    <synonym>Neo-Zol Cream</synonym>
    <synonym>Otomax</synonym>
    <synonym>Pedisafe</synonym>
    <synonym>Prestwick_120</synonym>
    <synonym>Rimazole</synonym>
    <synonym>Tibatin</synonym>
    <synonym>Trimysten</synonym>
    <synonym>Trivagizole 3</synonym>
    <synonym>Veltrim</synonym>
  </synonyms>
  <chemical_formula>C22H17ClN2</chemical_formula>
  <average_molecular_weight>344.837</average_molecular_weight>
  <monisotopic_moleculate_weight>344.108026261</monisotopic_moleculate_weight>
  <iupac_name>1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole</iupac_name>
  <traditional_iupac>clotrimazole</traditional_iupac>
  <cas_registry_number>23593-75-1</cas_registry_number>
  <smiles>ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H</inchi>
  <inchikey>VNFPBHJOKIVQEB-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.</description>
    <direct_parent>Triphenyl compounds</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Triphenyl compounds</class>
    <sub_class/>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Chlorobenzenes</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-substituted imidazoles</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Azole</substituent>
      <substituent>Chlorobenzene</substituent>
      <substituent>Halobenzene</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imidazole</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>N-substituted imidazole</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Triphenyl compound</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>a small molecule</external_descriptor>
      <external_descriptor>conazole antifungal drug</external_descriptor>
      <external_descriptor>imidazole antifungal drug</external_descriptor>
      <external_descriptor>imidazoles</external_descriptor>
      <external_descriptor>monochlorobenzenes</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>5.48</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.37</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.47e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>5.84</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>6.62</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>344.837</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>344.108026261</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C22H17ClN2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>VNFPBHJOKIVQEB-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>17.82</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>103.76</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>36.25</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>1109</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>1801</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>7276</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>164903</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1741</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1846</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1847</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1848</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>252693</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>252694</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>252695</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>272634</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>272635</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>272636</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442132</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442133</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442134</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442135</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>450685</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>451125</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>451308</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>452374</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2226285</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2228404</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2228646</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2230823</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2233355</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2243338</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2246703</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2247596</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB01922</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>3764</chebi_id>
  <biocyc_id/>
  <het_id>CL6</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce309d38a8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce309d36c8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce309d3510&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
    <enzyme>
      <name>ATP synthase subunit b, mitochondrial</name>
      <uniprot_id>P24539</uniprot_id>
      <uniprot_name/>
      <gene_name>ATP5F1</gene_name>
    </enzyme>
    <enzyme>
      <name>ATP synthase subunit epsilon-like protein, mitochondrial</name>
      <uniprot_id>Q5VTU8</uniprot_id>
      <uniprot_name/>
      <gene_name>ATP5EP2</gene_name>
    </enzyme>
    <enzyme>
      <name>Disintegrin and metalloproteinase domain-containing protein 9</name>
      <uniprot_id>Q13443</uniprot_id>
      <uniprot_name/>
      <gene_name>ADAM9</gene_name>
    </enzyme>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
