<?xml version="1.0"?>
<?xml-stylesheet type="text/xsl" href="https://ontobee.org/ontology/view/CIDO?iri=http://purl.obolibrary.org/obo/CHEBI_5801"?>
<rdf:RDF xmlns="http://www.w3.org/2002/07/owl#"
     xml:base="http://www.w3.org/2002/07/owl"
     xmlns:ns5="http://purl.obolibrary.org/obo/chebi/"
     xmlns:chebi="http://purl.obolibrary.org/obo/chebi#"
     xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
     xmlns:owl="http://www.w3.org/2002/07/owl#"
     xmlns:oboInOwl="http://www.geneontology.org/formats/oboInOwl#"
     xmlns:xsd="http://www.w3.org/2001/XMLSchema#"
     xmlns:rdfs="http://www.w3.org/2000/01/rdf-schema#"
     xmlns:foaf="http://xmlns.com/foaf/0.1/"
     xmlns:dc="http://purl.org/dc/elements/1.1/"
     xmlns:ns3="http://purl.obolibrary.org/obo/">
    


    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Annotation properties
    //
    ///////////////////////////////////////////////////////////////////////////////////////
     -->

    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/IAO_0000119"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/IAO_0000412"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/IAO_0000115"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasDbXref"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/inchi"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasRelatedSynonym"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#id"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/charge"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/smiles"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasOBONamespace"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#hasExactSynonym"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/inchikey"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/monoisotopicmass"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/formula"/>
    <AnnotationProperty rdf:about="http://www.geneontology.org/formats/oboInOwl#inSubset"/>
    <AnnotationProperty rdf:about="http://purl.obolibrary.org/obo/chebi/mass"/>
    


    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Datatypes
    //
    ///////////////////////////////////////////////////////////////////////////////////////
     -->

    


    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Object Properties
    //
    ///////////////////////////////////////////////////////////////////////////////////////
     -->

    


    <!-- http://purl.obolibrary.org/obo/CIDO_0000030 -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/CIDO_0000030">
        <rdfs:label xml:lang="en">susceptible to adverse event</rdfs:label>
    </ObjectProperty>
    


    <!-- http://purl.obolibrary.org/obo/CIDO_0000118 -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/CIDO_0000118">
        <rdfs:label xml:lang="en">chemical has protein target</rdfs:label>
    </ObjectProperty>
    


    <!-- http://purl.obolibrary.org/obo/CIDO_0000122 -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/CIDO_0000122">
        <rdfs:label xml:lang="en">chemical binds protein</rdfs:label>
    </ObjectProperty>
    


    <!-- http://purl.obolibrary.org/obo/CIDO_0000145 -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/CIDO_0000145">
        <rdfs:label xml:lang="en">chemical inhibits in vitro invasion of virus</rdfs:label>
    </ObjectProperty>
    


    <!-- http://purl.obolibrary.org/obo/RO_0000087 -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/RO_0000087">
        <rdfs:label>has role</rdfs:label>
        <rdfs:label xml:lang="en">has role</rdfs:label>
    </ObjectProperty>
    


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

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/has_role"/>
    


    <!-- http://purl.obolibrary.org/obo/chebi#has_functional_parent -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/chebi#has_functional_parent">
        <rdfs:label>has functional parent</rdfs:label>
    </ObjectProperty>
    


    <!-- http://purl.obolibrary.org/obo/chebi#is_conjugate_base_of -->

    <ObjectProperty rdf:about="http://purl.obolibrary.org/obo/chebi#is_conjugate_base_of">
        <rdfs:label>is conjugate base of</rdfs:label>
    </ObjectProperty>
    


    <!-- 
    ///////////////////////////////////////////////////////////////////////////////////////
    //
    // Classes
    //
    ///////////////////////////////////////////////////////////////////////////////////////
     -->

    


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

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_149553">
        <rdfs:label>anticoronaviral agent</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_149564 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_149564">
        <rdfs:label>hydroxychloroquine(2+)</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_15734 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_15734">
        <rdfs:label>primary alcohol</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_189680 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_189680">
        <rdfs:label>protein binder</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_35842 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_35842">
        <rdfs:label>antirheumatic drug</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_3638 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_3638">
        <rdfs:label>Chloroquine</rdfs:label>
        <rdfs:label>chloroquine</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_36683 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_36683">
        <rdfs:label>organochlorine compound</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_36709 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_36709">
        <rdfs:label>aminoquinoline</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_38068 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_38068">
        <rdfs:label>antimalarial</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50177 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50177">
        <rdfs:label>dermatologic drug</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50995 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50995">
        <rdfs:label>secondary amino compound</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_50996 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_50996">
        <rdfs:label>tertiary amino compound</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/CHEBI_5801 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_5801">
        <rdfs:label>hydroxychloroquine</rdfs:label>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_15734"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_36683"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_36709"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50995"/>
        <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50996"/>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/RO_0000087"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_38068"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/CIDO_0000122"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/PR_000032038"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/RO_0000087"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50177"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/CIDO_0000122"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/PR_000011650"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/RO_0000087"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_35842"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/chebi#is_conjugate_base_of"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_149564"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/has_role"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_189680"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/RO_0000087"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_149553"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/CIDO_0000145"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/NCBITaxon_2697049"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/CIDO_0000030"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/OAE_0000660"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/CIDO_0000118"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/PR_Q9BYF1"/>
            </Restriction>
        </rdfs:subClassOf>
        <rdfs:subClassOf>
            <Restriction>
                <onProperty rdf:resource="http://purl.obolibrary.org/obo/chebi#has_functional_parent"/>
                <someValuesFrom rdf:resource="http://purl.obolibrary.org/obo/CHEBI_3638"/>
            </Restriction>
        </rdfs:subClassOf>
        <ns3:IAO_0000119>Reference: PMID: 32496241</ns3:IAO_0000119>
        <oboInOwl:hasRelatedSynonym>2-(N-(4-(7-chlor-4-chinolylamino)-4-methylbutyl)ethylamino)ethanol</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>NSC4375</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>KEGG:D08050</oboInOwl:hasDbXref>
        <ns5:mass>335.87200</ns5:mass>
        <oboInOwl:hasDbXref>HMDB:HMDB0015549</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>7-chloro-4-[4-(N-ethyl-N-beta-hydroxyethylamino)-1-methylbutylamino]quinoline</oboInOwl:hasRelatedSynonym>
        <ns5:inchikey>XXSMGPRMXLTPCZ-UHFFFAOYSA-N</ns5:inchikey>
        <oboInOwl:hasDbXref>PMID:32295788</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>7-chloro-4-(4-(ethyl(2-hydroxyethyl)amino)-1-methylbutylamino)quinoline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>Drug_Central:1395</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:32269046</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23218706</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23481418</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23216212</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>DrugBank:DB01611</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>7-chloro-4-[5-(N-ethyl-N-2-hydroxyethylamino)-2-pentyl]aminoquinoline</oboInOwl:hasRelatedSynonym>
        <ns3:IAO_0000115>An aminoquinoline that is chloroquine in which one of the N-ethyl groups is hydroxylated at position 2. An antimalarial with properties similar to chloroquine that acts against erythrocytic forms of malarial parasites, it is mainly used as the sulfate salt for the treatment of lupus erythematosus, rheumatoid arthritis, and light-sensitive skin eruptions.</ns3:IAO_0000115>
        <oboInOwl:hasRelatedSynonym>2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>hidroxicloroquina</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:32311324</oboInOwl:hasDbXref>
        <oboInOwl:hasOBONamespace>chebi_ontology</oboInOwl:hasOBONamespace>
        <oboInOwl:hasRelatedSynonym>hydroxychloroquine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:32327429</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Wikipedia:Hydroxychloroquine</oboInOwl:hasDbXref>
        <ns3:IAO_0000119>PMID: 32150618; PMID: 32205204</ns3:IAO_0000119>
        <oboInOwl:hasExactSynonym>2-[{4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amino]ethanol</oboInOwl:hasExactSynonym>
        <oboInOwl:id>CHEBI:5801</oboInOwl:id>
        <oboInOwl:hasDbXref>LINCS:LSM-5193</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23887202</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23485647</oboInOwl:hasDbXref>
        <ns3:IAO_0000119>https://www.drugbank.ca/drugs/DB01611</ns3:IAO_0000119>
        <oboInOwl:hasDbXref>PMID:23778483</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>hydroxychloroquinum</oboInOwl:hasRelatedSynonym>
        <ns5:formula>C18H26ClN3O</ns5:formula>
        <oboInOwl:hasDbXref>PMID:32283236</oboInOwl:hasDbXref>
        <ns5:inchi>InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)</ns5:inchi>
        <ns5:smiles>CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12</ns5:smiles>
        <oboInOwl:hasDbXref>PMID:32294807</oboInOwl:hasDbXref>
        <ns5:charge>0</ns5:charge>
        <oboInOwl:hasRelatedSynonym>oxichloroquine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>CAS:118-42-3</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:32295814</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Patent:US2546658</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMCID:PMC7122276</oboInOwl:hasDbXref>
        <ns5:monoisotopicmass>335.17644</ns5:monoisotopicmass>
        <oboInOwl:hasDbXref>KEGG:C07043</oboInOwl:hasDbXref>
        <oboInOwl:hasRelatedSynonym>7-chloro-4-(4-(N-ethyl-N-beta-hydroxyethylamino)-1-methylbutylamino)quinoline</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>Polirreumin</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>oxichlorochine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasRelatedSynonym>(+-)-hydroxychloroquine</oboInOwl:hasRelatedSynonym>
        <oboInOwl:hasDbXref>PMID:23581274</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:23902281</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>Reaxys:253894</oboInOwl:hasDbXref>
        <oboInOwl:hasDbXref>PMID:32215614</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"/>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/NCBITaxon_2697049 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/NCBITaxon_2697049">
        <rdfs:label>SARS-CoV-2</rdfs:label>
        <rdfs:label>Severe acute respiratory syndrome coronavirus 2</rdfs:label>
        <rdfs:label>severe acute respiratory syndrome coronavirus 2</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/OAE_0000660 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/OAE_0000660">
        <rdfs:label>arrhythmia AE</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_000011650 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_000011650">
        <rdfs:label>sigma non-opioid intracellular receptor 1</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_000032038 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_000032038">
        <rdfs:label>sigma intracellular receptor 2</rdfs:label>
    </Class>
    


    <!-- http://purl.obolibrary.org/obo/PR_Q9BYF1 -->

    <Class rdf:about="http://purl.obolibrary.org/obo/PR_Q9BYF1">
        <rdfs:label>angiotensin-converting enzyme 2 (human)</rdfs:label>
    </Class>
</rdf:RDF>



<!-- Generated by the OWL API (version 3.2.4.1806) http://owlapi.sourceforge.net -->



