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    <!-- http://purl.obolibrary.org/obo/CHEBI_149553 -->

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        <rdfs:label>anticoronaviral agent</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_35469 -->

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        <rdfs:label>antidepressant</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_36809 -->

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        <rdfs:label>tricyclic antidepressant</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_47499 -->

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        <rdfs:label>imipramine</rdfs:label>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_47780 -->

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        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasRelatedSynonym>3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>KEGG COMPOUND:C06918</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>C19H23ClN2</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Drug_Central:701</oboInOwl:hasDbXref>
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        <oboInOwl:hasRelatedSynonym>CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc12</oboInOwl:hasRelatedSynonym>
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        <oboInOwl:hasDbXref>DrugBank:DB01242</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>chlorimipramine</oboInOwl:hasRelatedSynonym>
        <ns5:formula>C19H23ClN2</ns5:formula>
        <oboInOwl:hasExactSynonym>Clomipramine</oboInOwl:hasExactSynonym>
        <oboInOwl:hasDbXref>CiteXplore:17471183</oboInOwl:hasDbXref>
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        <ns3:IAO_0000119>https://www.drugbank.ca/drugs/DB01242</ns3:IAO_0000119>
        <oboInOwl:hasDbXref>CiteXplore:12084414</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:3754</oboInOwl:hasAlternativeId>
        <ns5:smiles>CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc12</ns5:smiles>
        <oboInOwl:hasDbXref>Patent:US3467650</oboInOwl:hasDbXref>
        <ns5:inchikey>GDLIGKIOYRNHDA-UHFFFAOYSA-N</ns5:inchikey>
        <oboInOwl:hasDbXref>ChemIDplus:303-49-1</oboInOwl:hasDbXref>
        <oboInOwl:id>CHEBI:47780</oboInOwl:id>
        <oboInOwl:hasDbXref>CiteXplore:12007764</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Reaxys:1323477</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>ChemIDplus:1323477</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>monochlorimipramine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>G 34586</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasExactSynonym>3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine</oboInOwl:hasExactSynonym>
        <ns5:charge>0</ns5:charge>
        <oboInOwl:hasRelatedSynonym>3-chloroimipramine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:12084414</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Patent:CH371799</oboInOwl:hasDbXref>
        <ns3:IAO_0000115>A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine which is substituted by chlorine at position 3 and in which the hydrogen attached to the nitrogen is replaced by a 3-(dimethylamino)propyl group. One of the more sedating tricyclic antidepressants, it is used as the hydrochloride salt for the treatment of depression as well as obsessive-compulsive disorder and phobias.</ns3:IAO_0000115>
        <oboInOwl:hasDbXref>LINCS:LSM-3171</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>3-(3-CHLORO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>KEGG:C06918</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>NIST Chemistry WebBook:303-49-1</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PDBeChem:CXX</oboInOwl:hasDbXref>
        <ns5:mass>314.85210</ns5:mass>
        <oboInOwl:hasDbXref>KEGG COMPOUND:303-49-1</oboInOwl:hasDbXref>
        <oboInOwl:hasAlternativeId>CHEBI:47359</oboInOwl:hasAlternativeId>
        <oboInOwl:hasDbXref>PMID:12007764</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:16085036</oboInOwl:hasDbXref>
        <ns5:inchi>InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3</ns5:inchi>
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        <oboInOwl:hasRelatedSynonym>InChIKey=GDLIGKIOYRNHDA-UHFFFAOYSA-N</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:19810911</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:17471183</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>KEGG:D07727</oboInOwl:hasDbXref>
        <oboInOwl:inSubset rdf:resource="http://purl.oboInOwllibrary.org/oboInOwl/chebi#3_STAR"/>
        <ns3:IAO_0000412 rdf:resource="http://purl.obolibrary.org/obo/chebi.owl"/>
        <ns3:IAO_0000412 rdf:resource="http://purl.obolibrary.org/obo/dron.owl"/>
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    <!-- http://purl.obolibrary.org/obo/CHEBI_47804 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_47804">
        <rdfs:label>dibenzoazepine</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_48278 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_48278">
        <rdfs:label>serotonergic drug</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_48279 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_48279">
        <rdfs:label>serotonergic antagonist</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50949 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50949">
        <rdfs:label>serotonin uptake inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_64209 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_64209">
        <rdfs:label>clomipramine(1+)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_77402 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_77402">
        <rdfs:label>EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/DRON_00723854 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/DRON_00723854">
        <rdfs:label>function-inhibiting cytochrome P450 2D6 (CYP2D6) binding disposition</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/DRON_00723855 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/DRON_00723855">
        <rdfs:label>cytochrome P450 isoenzyme 2C19 (CYP2C19) substrate disposition</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/DRON_00723856 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/DRON_00723856">
        <rdfs:label>cytochrome P450 isoenzyme 2D6 (CYP2D6) substrate disposition</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P09211 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P09211">
        <rdfs:label>glutathione S-transferase P (human)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P23975 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P23975">
        <rdfs:label>sodium-dependent noradrenaline transporter (human)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P28223 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P28223">
        <rdfs:label>5-hydroxytryptamine receptor 2A (human)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P28335 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P28335">
        <rdfs:label>5-hydroxytryptamine receptor 2C (human)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P31645 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P31645">
        <rdfs:label>sodium-dependent serotonin transporter (human)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_P41595 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_P41595">
        <rdfs:label>5-hydroxytryptamine receptor 2B (human)</rdfs:label>
    </Class>
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