<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2011-06-15 18:05:25 UTC</creation_date>
  <update_date>2025-11-19 02:40:13 UTC</update_date>
  <accession>FDB021863</accession>
  <name>Omeprazole, BAN, INN, JAN, USA</name>
  <description>Proton pump inhibitor, inhibits gastric acid secretion. Antiulcer agent. It is used in combination with Amoxicillin for eradication of Helicobacter pylori and for the treatment of gastroesophageal reflux disease (CCD)</description>
  <synonyms>
    <synonym>( -)-Omeprazole</synonym>
    <synonym>(-)-Omeprazole</synonym>
    <synonym>(S)-(-)-Omeprazole</synonym>
    <synonym>(S)-Omeprazole</synonym>
    <synonym>2,3,5-Trimethylpyridine/Omeprazole</synonym>
    <synonym>Antra</synonym>
    <synonym>Antra mups</synonym>
    <synonym>Audazol</synonym>
    <synonym>Aulcer</synonym>
    <synonym>Belmazol</synonym>
    <synonym>Ceprandal</synonym>
    <synonym>Danlox</synonym>
    <synonym>Demeprazol</synonym>
    <synonym>Desec</synonym>
    <synonym>Dizprazol</synonym>
    <synonym>Dudencer</synonym>
    <synonym>Elgam</synonym>
    <synonym>Emeproton</synonym>
    <synonym>Epirazole</synonym>
    <synonym>Erbolin</synonym>
    <synonym>Esomeprazole</synonym>
    <synonym>Esomperazole</synonym>
    <synonym>Exter</synonym>
    <synonym>Gasec</synonym>
    <synonym>Gastrimut</synonym>
    <synonym>Gastroloc</synonym>
    <synonym>Gibancer</synonym>
    <synonym>Indurgan</synonym>
    <synonym>Inhibitron</synonym>
    <synonym>Inhipump</synonym>
    <synonym>Lensor</synonym>
    <synonym>Logastric</synonym>
    <synonym>Lomac</synonym>
    <synonym>Losec</synonym>
    <synonym>Mepral</synonym>
    <synonym>Miol</synonym>
    <synonym>Miracid</synonym>
    <synonym>Mopral</synonym>
    <synonym>Morecon</synonym>
    <synonym>Nexiam</synonym>
    <synonym>Nexium</synonym>
    <synonym>Nexium IV</synonym>
    <synonym>Nilsec</synonym>
    <synonym>Nopramin</synonym>
    <synonym>Nuclosina</synonym>
    <synonym>Ocid</synonym>
    <synonym>Olexin</synonym>
    <synonym>Omapren</synonym>
    <synonym>Omebeta 20</synonym>
    <synonym>Omed</synonym>
    <synonym>Omegast</synonym>
    <synonym>OMEP</synonym>
    <synonym>Omepradex</synonym>
    <synonym>Omepral</synonym>
    <synonym>Omeprazol</synonym>
    <synonym>Omeprazole pellets</synonym>
    <synonym>Omeprazolum</synonym>
    <synonym>Omeprazon</synonym>
    <synonym>Omeprol</synonym>
    <synonym>Omesek</synonym>
    <synonym>Omez</synonym>
    <synonym>Omezol</synonym>
    <synonym>Omezolan</synonym>
    <synonym>Omid</synonym>
    <synonym>Omisec</synonym>
    <synonym>Omizac</synonym>
    <synonym>Ompanyt</synonym>
    <synonym>OMZ</synonym>
    <synonym>Ortanol</synonym>
    <synonym>Osiren</synonym>
    <synonym>Ozoken</synonym>
    <synonym>Paprazol</synonym>
    <synonym>Parizac</synonym>
    <synonym>Pepticum</synonym>
    <synonym>Pepticus</synonym>
    <synonym>Peptilcer</synonym>
    <synonym>Prazentol</synonym>
    <synonym>Prazidec</synonym>
    <synonym>Prazolit</synonym>
    <synonym>Prestwick_808</synonym>
    <synonym>Prilosec</synonym>
    <synonym>Prilosec otc</synonym>
    <synonym>Procelac</synonym>
    <synonym>Proclor</synonym>
    <synonym>Prysma</synonym>
    <synonym>Ramezol</synonym>
    <synonym>Regulacid</synonym>
    <synonym>Result</synonym>
    <synonym>Sanamidol</synonym>
    <synonym>Secrepina</synonym>
    <synonym>Tedec ulceral</synonym>
    <synonym>Ulceral</synonym>
    <synonym>Ulcesep</synonym>
    <synonym>Ulcometion</synonym>
    <synonym>Ulcozol</synonym>
    <synonym>Ulcsep</synonym>
    <synonym>Ulsen</synonym>
    <synonym>Ultop</synonym>
    <synonym>Ulzol</synonym>
    <synonym>Victrix</synonym>
    <synonym>Zefxon</synonym>
    <synonym>Zegerid</synonym>
    <synonym>Zepral</synonym>
    <synonym>Zimor</synonym>
    <synonym>Zoltum</synonym>
  </synonyms>
  <chemical_formula>C17H19N3O3S</chemical_formula>
  <average_molecular_weight>345.416</average_molecular_weight>
  <monisotopic_moleculate_weight>345.114712179</monisotopic_moleculate_weight>
  <iupac_name>6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole</iupac_name>
  <traditional_iupac>omeprazole</traditional_iupac>
  <cas_registry_number>73590-58-6</cas_registry_number>
  <smiles>COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C</smiles>
  <inchi>InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)</inchi>
  <inchikey>SUBDBMMJDZJVOS-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.</description>
    <direct_parent>Sulfinylbenzimidazoles</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzimidazoles</class>
    <sub_class>Sulfinylbenzimidazoles</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Anisoles</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Imidazoles</alternative_parent>
      <alternative_parent>Methylpyridines</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Sulfinyl compounds</alternative_parent>
      <alternative_parent>Sulfoxides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Anisole</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Azole</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Ether</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imidazole</substituent>
      <substituent>Methylpyridine</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>Pyridine</substituent>
      <substituent>Sulfinyl compound</substituent>
      <substituent>Sulfinylbenzimidazole</substituent>
      <substituent>Sulfoxide</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>benzimidazoles</external_descriptor>
      <external_descriptor>pyridines</external_descriptor>
      <external_descriptor>sulfoxide</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.66</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.98</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.59e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>2.43</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>9.29</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>4.77</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>345.416</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>345.114712179</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C17H19N3O3S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>SUBDBMMJDZJVOS-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>77.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>93.66</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>37.45</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</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::NmrOneD</type>
      <spectrum_id>1795</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1735</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>20603</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>158644</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>44361</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>44362</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>44363</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>143610</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>143611</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>143612</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>374228</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440588</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440907</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440908</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440909</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440910</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440911</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>450643</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>450644</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>451072</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>451789</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>452319</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2233891</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2235016</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238682</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238776</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238828</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238883</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2245008</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB01913</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
    <enzyme>
      <name>Potassium-transporting ATPase alpha chain 1</name>
      <uniprot_id>P20648</uniprot_id>
      <uniprot_name/>
      <gene_name>ATP4A</gene_name>
    </enzyme>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
