{"id":"https://openalex.org/W7220468043","doi":"https://doi.org/10.26434/chemrxiv.15009837/v1","title":"Stacking Interactions of Druglike Heterocycles with Histidine","display_name":"Stacking Interactions of Druglike Heterocycles with Histidine","publication_year":2026,"publication_date":"2026-10-05","ids":{"openalex":"https://openalex.org/W7220468043","doi":"https://doi.org/10.26434/chemrxiv.15009837/v1"},"language":"en","primary_location":{"id":"doi:10.26434/chemrxiv.15009837/v1","doi":"https://doi.org/10.26434/chemrxiv.15009837/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15009837/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009837/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"volume":null,"type":"preprint","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009837/v1","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5157413839","display_name":"Lily C. Barnett","orcid":"https://orcid.org/0009-0005-2074-0043","observed_orcids":["https://orcid.org/0009-0005-2074-0043"]},"institutions":[{"id":"https://openalex.org/I165733156","display_name":"University of Georgia","ror":"https://ror.org/00te3t702","country_code":"US","type":"education","lineage":["https://openalex.org/I165733156"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Lily C. Barnett","raw_affiliation_strings":["Department of Chemistry , University of Georgia , Athens , GA 30602 United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry , University of Georgia , Athens , GA 30602 United States","institution_ids":["https://openalex.org/I165733156"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5157388784","display_name":"Khue U. Do","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Khue U. Do","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5007309417","display_name":"Steven E. Wheeler","orcid":"https://orcid.org/0000-0001-7824-6906","observed_orcids":["https://orcid.org/0000-0001-7824-6906"]},"institutions":[{"id":"https://openalex.org/I165733156","display_name":"University of Georgia","ror":"https://ror.org/00te3t702","country_code":"US","type":"education","lineage":["https://openalex.org/I165733156"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven E. Wheeler","raw_affiliation_strings":["Department of Chemistry , University of Georgia , Athens , GA 30602 United States"],"raw_orcid":"https://orcid.org/0000-0001-7824-6906","affiliations":[{"raw_affiliation_string":"Department of Chemistry , University of Georgia , Athens , GA 30602 United States","institution_ids":["https://openalex.org/I165733156"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":null,"has_fulltext":true,"cited_by_count":0,"citation_normalized_percentile":null,"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10798","display_name":"Crystallography and molecular interactions","score":0.8130000233650208,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10798","display_name":"Crystallography and molecular interactions","score":0.8130000233650208,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.11620000004768372,"subfield":{"id":"https://openalex.org/subfields/3002","display_name":"Drug Discovery"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10002","display_name":"Advanced Chemical Physics Studies","score":0.02979999966919422,"subfield":{"id":"https://openalex.org/subfields/3107","display_name":"Atomic and Molecular Physics, and Optics"},"field":{"id":"https://openalex.org/fields/31","display_name":"Physics and Astronomy"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/histidine-side-chain","display_name":"histidine side chain","score":0.6819999814033508},{"id":"https://openalex.org/keywords/stacking-interactions","display_name":"stacking interactions","score":0.8289999961853027},{"id":"https://openalex.org/keywords/heteroarenes","display_name":"heteroarenes","score":0.800000011920929},{"id":"https://openalex.org/keywords/imidazolium","display_name":"imidazolium","score":0.75},{"id":"https://openalex.org/keywords/heteroatom-effects","display_name":"heteroatom effects","score":0.6629999876022339},{"id":"https://openalex.org/keywords/molecular-recognition","display_name":"molecular recognition","score":0.41200000047683716}],"concepts":[{"id":"https://openalex.org/C33347731","wikidata":"https://www.wikidata.org/wiki/Q285210","display_name":"Stacking","level":2,"score":0.926800012588501},{"id":"https://openalex.org/C20950531","wikidata":"https://www.wikidata.org/wiki/Q161940","display_name":"Heteroatom","level":3,"score":0.8199999928474426},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.6518999934196472},{"id":"https://openalex.org/C2778460671","wikidata":"https://www.wikidata.org/wiki/Q485277","display_name":"Histidine","level":3,"score":0.6437000036239624},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5012000203132629},{"id":"https://openalex.org/C204921945","wikidata":"https://www.wikidata.org/wiki/Q899689","display_name":"Side chain","level":3,"score":0.4156000018119812},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.4122999906539917},{"id":"https://openalex.org/C178910836","wikidata":"https://www.wikidata.org/wiki/Q2196961","display_name":"Molecular model","level":2,"score":0.3804999887943268},{"id":"https://openalex.org/C116569031","wikidata":"https://www.wikidata.org/wiki/Q899107","display_name":"Ligand (biochemistry)","level":3,"score":0.3756999969482422},{"id":"https://openalex.org/C9395851","wikidata":"https://www.wikidata.org/wiki/Q177929","display_name":"Stack (abstract data type)","level":2,"score":0.3714999854564667},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.34119999408721924},{"id":"https://openalex.org/C59593255","wikidata":"https://www.wikidata.org/wiki/Q901663","display_name":"Molecular dynamics","level":2,"score":0.329800009727478},{"id":"https://openalex.org/C107824862","wikidata":"https://www.wikidata.org/wiki/Q616005","display_name":"Binding site","level":2,"score":0.29420000314712524},{"id":"https://openalex.org/C192386470","wikidata":"https://www.wikidata.org/wiki/Q210390","display_name":"Aromaticity","level":3,"score":0.2890999913215637},{"id":"https://openalex.org/C111233374","wikidata":"https://www.wikidata.org/wiki/Q334640","display_name":"Tautomer","level":2,"score":0.28349998593330383},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.26809999346733093},{"id":"https://openalex.org/C2989255885","wikidata":"https://www.wikidata.org/wiki/Q500256","display_name":"Molecular conformation","level":3,"score":0.2676999866962433}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.26434/chemrxiv.15009837/v1","doi":"https://doi.org/10.26434/chemrxiv.15009837/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15009837/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009837/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"}],"best_oa_location":{"id":"doi:10.26434/chemrxiv.15009837/v1","doi":"https://doi.org/10.26434/chemrxiv.15009837/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15009837/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009837/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W7220468043.pdf","grobid_xml":"https://content.openalex.org/works/W7220468043.grobid-xml"},"referenced_works_count":1,"referenced_works":["https://openalex.org/W28713913"],"related_works":["https://openalex.org/W2953135775","https://openalex.org/W2338555109","https://openalex.org/W3133271924","https://openalex.org/W2793821032","https://openalex.org/W4311715209","https://openalex.org/W2902936691","https://openalex.org/W2088329517","https://openalex.org/W4383198444","https://openalex.org/W7034191726","https://openalex.org/W2290833020"],"abstract_inverted_index":{"Histidine":[0],"side":[1,69,151],"chains":[2],"are":[3,27,106],"prevalent":[4],"in":[5,11,141,198],"binding":[6,148],"sites":[7],"and":[8,41,103],"can":[9],"engage":[10],"stacking":[12,79,97,163,200],"interactions":[13,23,80,98,201],"with":[14,62,99,114,147,170,221],"heterocyclic":[15],"ligand":[16],"components.":[17],"However,":[18],"efforts":[19],"to":[20,144],"harness":[21],"these":[22,45,78,185],"for":[24],"molecular":[25],"recognition":[26],"often":[28],"hampered":[29],"by":[30],"an":[31],"incomplete":[32],"understanding":[33],"of":[34,44,56,59,66,77,90,96,111,126,159,165,174,190,195,213,218],"the":[35,39,63,67,75,94,100,115,124,135,160,171,188,215],"factors":[36],"that":[37,74],"control":[38],"strength":[40,95,164],"preferred":[42,216],"geometries":[43],"interactions.":[46],"To":[47],"this":[48],"end,":[49],"we":[50,154],"provide":[51,155],"a":[52,82,86,119,130,211],"comprehensive":[53],"computational":[54],"analysis":[55],"stacked":[57,109,220],"dimers":[58,110],"druglike":[60],"heterocycles":[61,113,143,169,219],"three":[64,172],"protomers":[65,173],"histidine":[68,150,175],"chain.":[70],"The":[71],"data":[72],"show":[73],"strengths":[76],"span":[81],"considerable":[83],"range,":[84],"offering":[85],"potentially":[87],"fruitful":[88],"means":[89,212],"modulating":[91],"binding.":[92],"While":[93],"neutral":[101],"N\u03b4\u2212H":[102],"N\u03b5\u2212H":[104],"tautomers":[105],"strongly":[107,146],"correlated,":[108],"aromatic":[112],"imidazolium":[116],"form":[117],"follow":[118],"qualitatively":[120],"different":[121],"trend.":[122],"Moreover,":[123],"impact":[125],"placing":[127],"heteroatoms":[128],"at":[129],"given":[131],"position":[132],"depends":[133],"on":[134,177],"protomeric":[136],"state,":[137],"highlighting":[138],"potential":[139],"challenges":[140],"designing":[142],"stack":[145],"site":[149],"chains.":[152],"Ultimately,":[153],"simple":[156],"predictive":[157],"models":[158],"maximum":[161],"possible":[162],"mono-":[166],"or":[167],"bicyclic":[168],"based":[176],"readily":[178],"computed":[179],"heterocycle":[180],"descriptors.":[181],"We":[182],"also":[183],"interpret":[184],"results":[186],"within":[187],"framework":[189],"our":[191],"recently":[192],"introduced":[193],"model":[194],"heteroatom":[196],"effects":[197],"parallel-displaced":[199],"(J.":[202],"Am.":[203],"Chem.":[204],"Soc.":[205],"2025,":[206],"147,":[207],"32273),":[208],"which":[209],"provides":[210],"predicting":[214],"orientation":[217],"histidine.":[222]},"counts_by_year":[],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2026-10-06T00:00:00"}