PMC:7128678 / 6602-7854 JSONTXT

{"target":"https://pubannotation.org/docs/sourcedb/PMC/sourceid/7128678","sourcedb":"PMC","sourceid":"7128678","source_url":"https://www.ncbi.nlm.nih.gov/pmc/7128678","text":"The chemical structures of CLQ and CLQ-OH are shown in Fig. 1 (a,b). The only difference between the two molecules is the presence of a terminal hydroxyl group in CLQ-OH. This OH group has a marked influence on the conformation and water-solubilization properties of the drug. CLQ-OH may adopt a wide range of conformations, the most stable being the extended one shown in Fig. 1(c). When immersed in a periodic box of 31.5 Å2 with 1042 water molecules, the system reached, at equilibrium, an estimated energy of interaction of -92 kJ.mol−1, accounting for 56 water molecules solvating CLQ-OH Fig. 1(d). In contrast, due to an intramolecular hydrophobic effect, CLQ appeared to be more condensed than CLQ-OH Fig. 1(e). At equilibrium, CLQ was surrounded by 58 water molecules with an energy of interaction of -79 kJ.mol−1 Fig. 1(f).\nFig. 1 Chemical structure of chloroquine (CLQ) and hydroxychloroquine (CLQ-OH). (a) CLQ. (b) CLQ-OH. (c) CLQ-OH extended conformer. (d) CLQ-OH in water. (e) Typical condensed conformer of CLQ. (f) CLQ in water. The molecules in (c–f) are shown in either tube or sphere rendering (carbon, green; nitrogen, blue; oxygen, red; hydrogen, white). In (c) and (e), the chlorine atom of CLQ and CLQ-OH is indicated by an arrow.","divisions":[{"label":"label","span":{"begin":833,"end":839}}],"tracks":[{"project":"LitCovid-PubTator","denotations":[{"id":"193","span":{"begin":862,"end":873},"obj":"Chemical"},{"id":"194","span":{"begin":884,"end":902},"obj":"Chemical"},{"id":"195","span":{"begin":904,"end":910},"obj":"Chemical"},{"id":"196","span":{"begin":926,"end":932},"obj":"Chemical"},{"id":"197","span":{"begin":938,"end":944},"obj":"Chemical"},{"id":"198","span":{"begin":969,"end":975},"obj":"Chemical"},{"id":"199","span":{"begin":979,"end":984},"obj":"Chemical"},{"id":"200","span":{"begin":1037,"end":1042},"obj":"Chemical"},{"id":"201","span":{"begin":1062,"end":1063},"obj":"Chemical"},{"id":"202","span":{"begin":1113,"end":1119},"obj":"Chemical"},{"id":"203","span":{"begin":1128,"end":1136},"obj":"Chemical"},{"id":"204","span":{"begin":1144,"end":1150},"obj":"Chemical"},{"id":"205","span":{"begin":1157,"end":1165},"obj":"Chemical"},{"id":"206","span":{"begin":1195,"end":1203},"obj":"Chemical"},{"id":"207","span":{"begin":1220,"end":1226},"obj":"Chemical"},{"id":"217","span":{"begin":35,"end":41},"obj":"Chemical"},{"id":"218","span":{"begin":163,"end":169},"obj":"Chemical"},{"id":"219","span":{"begin":232,"end":237},"obj":"Chemical"},{"id":"220","span":{"begin":277,"end":283},"obj":"Chemical"},{"id":"221","span":{"begin":437,"end":442},"obj":"Chemical"},{"id":"222","span":{"begin":560,"end":565},"obj":"Chemical"},{"id":"223","span":{"begin":586,"end":592},"obj":"Chemical"},{"id":"224","span":{"begin":701,"end":707},"obj":"Chemical"},{"id":"225","span":{"begin":760,"end":765},"obj":"Chemical"}],"attributes":[{"id":"A193","pred":"tao:has_database_id","subj":"193","obj":"MESH:D002738"},{"id":"A194","pred":"tao:has_database_id","subj":"194","obj":"MESH:D006886"},{"id":"A199","pred":"tao:has_database_id","subj":"199","obj":"MESH:D014867"},{"id":"A200","pred":"tao:has_database_id","subj":"200","obj":"MESH:D014867"},{"id":"A201","pred":"tao:has_database_id","subj":"201","obj":"MESH:D002244"},{"id":"A202","pred":"tao:has_database_id","subj":"202","obj":"MESH:D002244"},{"id":"A203","pred":"tao:has_database_id","subj":"203","obj":"MESH:D009584"},{"id":"A204","pred":"tao:has_database_id","subj":"204","obj":"MESH:D010100"},{"id":"A205","pred":"tao:has_database_id","subj":"205","obj":"MESH:D006859"},{"id":"A206","pred":"tao:has_database_id","subj":"206","obj":"MESH:D002713"},{"id":"A219","pred":"tao:has_database_id","subj":"219","obj":"MESH:D014867"},{"id":"A221","pred":"tao:has_database_id","subj":"221","obj":"MESH:D014867"},{"id":"A222","pred":"tao:has_database_id","subj":"222","obj":"MESH:D014867"},{"id":"A225","pred":"tao:has_database_id","subj":"225","obj":"MESH:D014867"},{"subj":"193","pred":"source","obj":"LitCovid-PubTator"},{"subj":"194","pred":"source","obj":"LitCovid-PubTator"},{"subj":"195","pred":"source","obj":"LitCovid-PubTator"},{"subj":"196","pred":"source","obj":"LitCovid-PubTator"},{"subj":"197","pred":"source","obj":"LitCovid-PubTator"},{"subj":"198","pred":"source","obj":"LitCovid-PubTator"},{"subj":"199","pred":"source","obj":"LitCovid-PubTator"},{"subj":"200","pred":"source","obj":"LitCovid-PubTator"},{"subj":"201","pred":"source","obj":"LitCovid-PubTator"},{"subj":"202","pred":"source","obj":"LitCovid-PubTator"},{"subj":"203","pred":"source","obj":"LitCovid-PubTator"},{"subj":"204","pred":"source","obj":"LitCovid-PubTator"},{"subj":"205","pred":"source","obj":"LitCovid-PubTator"},{"subj":"206","pred":"source","obj":"LitCovid-PubTator"},{"subj":"207","pred":"source","obj":"LitCovid-PubTator"},{"subj":"217","pred":"source","obj":"LitCovid-PubTator"},{"subj":"218","pred":"source","obj":"LitCovid-PubTator"},{"subj":"219","pred":"source","obj":"LitCovid-PubTator"},{"subj":"220","pred":"source","obj":"LitCovid-PubTator"},{"subj":"221","pred":"source","obj":"LitCovid-PubTator"},{"subj":"222","pred":"source","obj":"LitCovid-PubTator"},{"subj":"223","pred":"source","obj":"LitCovid-PubTator"},{"subj":"224","pred":"source","obj":"LitCovid-PubTator"},{"subj":"225","pred":"source","obj":"LitCovid-PubTator"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}]},{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T147","span":{"begin":105,"end":114},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T148","span":{"begin":145,"end":153},"obj":"CHEBI:29191;CHEBI:29191"},{"id":"T149","span":{"begin":154,"end":159},"obj":"CHEBI:24433;CHEBI:24433"},{"id":"T150","span":{"begin":176,"end":178},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T151","span":{"begin":179,"end":184},"obj":"CHEBI:24433;CHEBI:24433"},{"id":"T152","span":{"begin":232,"end":237},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T153","span":{"begin":271,"end":275},"obj":"CHEBI:23888;CHEBI:23888"},{"id":"T154","span":{"begin":437,"end":442},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T155","span":{"begin":443,"end":452},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T156","span":{"begin":560,"end":565},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T157","span":{"begin":566,"end":575},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T158","span":{"begin":760,"end":765},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T159","span":{"begin":766,"end":775},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T160","span":{"begin":862,"end":873},"obj":"CHEBI:3638;DG_10;CHEBI:3638"},{"id":"T161","span":{"begin":884,"end":902},"obj":"CHEBI:5801;DG_20;CHEBI:5801"},{"id":"T162","span":{"begin":979,"end":984},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T163","span":{"begin":1037,"end":1042},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T164","span":{"begin":1048,"end":1057},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T165","span":{"begin":1195,"end":1203},"obj":"CHEBI:33910;CHEBI:33910"},{"id":"T166","span":{"begin":1204,"end":1208},"obj":"CHEBI:33250;CHEBI:33250"}],"attributes":[{"subj":"T147","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T148","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T149","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T150","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T151","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T152","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T153","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T154","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T155","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T156","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T157","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T158","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T159","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T160","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T161","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T162","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T163","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T164","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T165","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T166","pred":"source","obj":"LitCovid-PMC-OGER-BB"}]},{"project":"LitCovid-PD-FMA-UBERON","denotations":[{"id":"T37","span":{"begin":424,"end":426},"obj":"Body_part"}],"attributes":[{"id":"A37","pred":"fma_id","subj":"T37","obj":"http://purl.org/sig/ont/fma/fma66595"},{"subj":"T37","pred":"source","obj":"LitCovid-PD-FMA-UBERON"}]},{"project":"LitCovid-PD-UBERON","denotations":[{"id":"T3","span":{"begin":1087,"end":1091},"obj":"Body_part"}],"attributes":[{"id":"A3","pred":"uberon_id","subj":"T3","obj":"http://purl.obolibrary.org/obo/UBERON_0000025"},{"subj":"T3","pred":"source","obj":"LitCovid-PD-UBERON"}]},{"project":"LitCovid-PD-CLO","denotations":[{"id":"T39","span":{"begin":63,"end":64},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T40","span":{"begin":65,"end":66},"obj":"http://purl.obolibrary.org/obo/CLO_0001021"},{"id":"T41","span":{"begin":134,"end":135},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T42","span":{"begin":185,"end":188},"obj":"http://purl.obolibrary.org/obo/CLO_0051582"},{"id":"T43","span":{"begin":189,"end":190},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T44","span":{"begin":294,"end":295},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T45","span":{"begin":401,"end":402},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T46","span":{"begin":424,"end":426},"obj":"http://purl.obolibrary.org/obo/CLO_0001562"},{"id":"T47","span":{"begin":424,"end":426},"obj":"http://purl.obolibrary.org/obo/CLO_0001563"},{"id":"T48","span":{"begin":914,"end":915},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T49","span":{"begin":923,"end":924},"obj":"http://purl.obolibrary.org/obo/CLO_0001021"},{"id":"T50","span":{"begin":1087,"end":1091},"obj":"http://purl.obolibrary.org/obo/UBERON_0000025"}],"attributes":[{"subj":"T39","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T40","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T41","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T42","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T43","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T44","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T45","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T46","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T47","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T48","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T49","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T50","pred":"source","obj":"LitCovid-PD-CLO"}]},{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T90","span":{"begin":105,"end":114},"obj":"Chemical"},{"id":"T91","span":{"begin":145,"end":159},"obj":"Chemical"},{"id":"T92","span":{"begin":145,"end":153},"obj":"Chemical"},{"id":"T93","span":{"begin":154,"end":159},"obj":"Chemical"},{"id":"T94","span":{"begin":179,"end":184},"obj":"Chemical"},{"id":"T95","span":{"begin":232,"end":237},"obj":"Chemical"},{"id":"T96","span":{"begin":271,"end":275},"obj":"Chemical"},{"id":"T97","span":{"begin":437,"end":442},"obj":"Chemical"},{"id":"T98","span":{"begin":443,"end":452},"obj":"Chemical"},{"id":"T99","span":{"begin":560,"end":565},"obj":"Chemical"},{"id":"T100","span":{"begin":566,"end":575},"obj":"Chemical"},{"id":"T101","span":{"begin":760,"end":765},"obj":"Chemical"},{"id":"T102","span":{"begin":766,"end":775},"obj":"Chemical"},{"id":"T103","span":{"begin":862,"end":873},"obj":"Chemical"},{"id":"T104","span":{"begin":884,"end":902},"obj":"Chemical"},{"id":"T105","span":{"begin":979,"end":984},"obj":"Chemical"},{"id":"T106","span":{"begin":1037,"end":1042},"obj":"Chemical"},{"id":"T107","span":{"begin":1048,"end":1057},"obj":"Chemical"},{"id":"T108","span":{"begin":1113,"end":1119},"obj":"Chemical"},{"id":"T110","span":{"begin":1128,"end":1136},"obj":"Chemical"},{"id":"T111","span":{"begin":1144,"end":1150},"obj":"Chemical"},{"id":"T112","span":{"begin":1157,"end":1165},"obj":"Chemical"},{"id":"T113","span":{"begin":1195,"end":1208},"obj":"Chemical"},{"id":"T114","span":{"begin":1195,"end":1203},"obj":"Chemical"},{"id":"T115","span":{"begin":1204,"end":1208},"obj":"Chemical"}],"attributes":[{"id":"A90","pred":"chebi_id","subj":"T90","obj":"http://purl.obolibrary.org/obo/CHEBI_25367"},{"id":"A91","pred":"chebi_id","subj":"T91","obj":"http://purl.obolibrary.org/obo/CHEBI_43176"},{"id":"A92","pred":"chebi_id","subj":"T92","obj":"http://purl.obolibrary.org/obo/CHEBI_29191"},{"id":"A93","pred":"chebi_id","subj":"T93","obj":"http://purl.obolibrary.org/obo/CHEBI_24433"},{"id":"A94","pred":"chebi_id","subj":"T94","obj":"http://purl.obolibrary.org/obo/CHEBI_24433"},{"id":"A95","pred":"chebi_id","subj":"T95","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A96","pred":"chebi_id","subj":"T96","obj":"http://purl.obolibrary.org/obo/CHEBI_23888"},{"id":"A97","pred":"chebi_id","subj":"T97","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A98","pred":"chebi_id","subj":"T98","obj":"http://purl.obolibrary.org/obo/CHEBI_25367"},{"id":"A99","pred":"chebi_id","subj":"T99","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A100","pred":"chebi_id","subj":"T100","obj":"http://purl.obolibrary.org/obo/CHEBI_25367"},{"id":"A101","pred":"chebi_id","subj":"T101","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A102","pred":"chebi_id","subj":"T102","obj":"http://purl.obolibrary.org/obo/CHEBI_25367"},{"id":"A103","pred":"chebi_id","subj":"T103","obj":"http://purl.obolibrary.org/obo/CHEBI_3638"},{"id":"A104","pred":"chebi_id","subj":"T104","obj":"http://purl.obolibrary.org/obo/CHEBI_5801"},{"id":"A105","pred":"chebi_id","subj":"T105","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A106","pred":"chebi_id","subj":"T106","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A107","pred":"chebi_id","subj":"T107","obj":"http://purl.obolibrary.org/obo/CHEBI_25367"},{"id":"A108","pred":"chebi_id","subj":"T108","obj":"http://purl.obolibrary.org/obo/CHEBI_27594"},{"id":"A109","pred":"chebi_id","subj":"T108","obj":"http://purl.obolibrary.org/obo/CHEBI_33415"},{"id":"A110","pred":"chebi_id","subj":"T110","obj":"http://purl.obolibrary.org/obo/CHEBI_25555"},{"id":"A111","pred":"chebi_id","subj":"T111","obj":"http://purl.obolibrary.org/obo/CHEBI_25805"},{"id":"A112","pred":"chebi_id","subj":"T112","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A113","pred":"chebi_id","subj":"T113","obj":"http://purl.obolibrary.org/obo/CHEBI_23116"},{"id":"A114","pred":"chebi_id","subj":"T114","obj":"http://purl.obolibrary.org/obo/CHEBI_29310"},{"id":"A115","pred":"chebi_id","subj":"T115","obj":"http://purl.obolibrary.org/obo/CHEBI_33250"},{"subj":"T90","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T91","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T92","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T93","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T94","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T95","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T96","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T97","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T98","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T99","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T100","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T101","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T102","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T103","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T104","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T105","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T106","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T107","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T108","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T110","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T111","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T112","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T113","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T114","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T115","pred":"source","obj":"LitCovid-PD-CHEBI"}]},{"project":"LitCovid-sentences","denotations":[{"id":"T51","span":{"begin":0,"end":68},"obj":"Sentence"},{"id":"T52","span":{"begin":69,"end":170},"obj":"Sentence"},{"id":"T53","span":{"begin":171,"end":276},"obj":"Sentence"},{"id":"T54","span":{"begin":277,"end":383},"obj":"Sentence"},{"id":"T55","span":{"begin":384,"end":603},"obj":"Sentence"},{"id":"T56","span":{"begin":604,"end":718},"obj":"Sentence"},{"id":"T57","span":{"begin":719,"end":832},"obj":"Sentence"},{"id":"T58","span":{"begin":833,"end":1043},"obj":"Sentence"},{"id":"T59","span":{"begin":1044,"end":1174},"obj":"Sentence"},{"id":"T60","span":{"begin":1175,"end":1252},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"attributes":[{"subj":"T51","pred":"source","obj":"LitCovid-sentences"},{"subj":"T52","pred":"source","obj":"LitCovid-sentences"},{"subj":"T53","pred":"source","obj":"LitCovid-sentences"},{"subj":"T54","pred":"source","obj":"LitCovid-sentences"},{"subj":"T55","pred":"source","obj":"LitCovid-sentences"},{"subj":"T56","pred":"source","obj":"LitCovid-sentences"},{"subj":"T57","pred":"source","obj":"LitCovid-sentences"},{"subj":"T58","pred":"source","obj":"LitCovid-sentences"},{"subj":"T59","pred":"source","obj":"LitCovid-sentences"},{"subj":"T60","pred":"source","obj":"LitCovid-sentences"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"LitCovid-PubTator","color":"#93baec","default":true},{"id":"LitCovid-PMC-OGER-BB","color":"#d4ec93"},{"id":"LitCovid-PD-FMA-UBERON","color":"#ea93ec"},{"id":"LitCovid-PD-UBERON","color":"#93ecd0"},{"id":"LitCovid-PD-CLO","color":"#ecb693"},{"id":"LitCovid-PD-CHEBI","color":"#9c93ec"},{"id":"LitCovid-sentences","color":"#a3ec93"}]}]}}