{"id":"https://openalex.org/W2046372014","doi":"https://doi.org/10.1021/jm701164t","title":"Design and Synthesis of Bicyclic Pyrimidinones as Potent and Orally Bioavailable HIV-1 Integrase Inhibitors","display_name":"Design and Synthesis of Bicyclic Pyrimidinones as Potent and Orally Bioavailable HIV-1 Integrase Inhibitors","publication_year":2008,"publication_date":"2008-01-25","ids":{"openalex":"https://openalex.org/W2046372014","doi":"https://doi.org/10.1021/jm701164t","mag":"2046372014","pmid":"https://pubmed.ncbi.nlm.nih.gov/18217703"},"language":"en","primary_location":{"id":"doi:10.1021/jm701164t","doi":"https://doi.org/10.1021/jm701164t","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm701164t","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5059883181","display_name":"Ester Muraglia","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":true,"raw_author_name":"Ester Muraglia","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5018725184","display_name":"Olaf D. Kinzel","orcid":"https://orcid.org/0000-0001-7357-2833","observed_orcids":["https://orcid.org/0000-0001-7357-2833"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Olaf Kinzel","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5073858751","display_name":"Cristina Gardelli","orcid":"https://orcid.org/0000-0003-1169-2180","observed_orcids":["https://orcid.org/0000-0003-1169-2180"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Cristina Gardelli","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5057507889","display_name":"Benedetta Crescenzi","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Benedetta Crescenzi","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5015389977","display_name":"Monica Donghi","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Monica Donghi","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5047090164","display_name":"Marco Ferrara","orcid":"https://orcid.org/0000-0002-7718-0308","observed_orcids":["https://orcid.org/0000-0002-7718-0308"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Marco Ferrara","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5033705171","display_name":"Emanuela Nizi","orcid":"https://orcid.org/0000-0003-3715-2174","observed_orcids":["https://orcid.org/0000-0003-3715-2174"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Emanuela Nizi","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5023173760","display_name":"Federica Orvieto","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Federica Orvieto","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5039592921","display_name":"Giovanna Pescatore","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Giovanna Pescatore","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111594821","display_name":"Ralph Laufer","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Ralph Laufer","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5112913341","display_name":"Odalys Gonzalez Paz","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Odalys Gonzalez-Paz","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5064210998","display_name":"Annalise Di Marco","orcid":"https://orcid.org/0000-0001-5211-6230","observed_orcids":["https://orcid.org/0000-0001-5211-6230"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Annalise Di Marco","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5106698187","display_name":"Fabrizio Fiore","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Fabrizio Fiore","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5036851868","display_name":"Edith S. Monteagudo","orcid":"https://orcid.org/0000-0003-2471-5695","observed_orcids":["https://orcid.org/0000-0003-2471-5695"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Edith Monteagudo","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5076006178","display_name":"Massimiliano Fonsi","orcid":"https://orcid.org/0000-0003-4549-1483","observed_orcids":["https://orcid.org/0000-0003-4549-1483"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Massimiliano Fonsi","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5071262396","display_name":"Peter J. Felock","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Peter J. Felock","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5060422552","display_name":"Michael Rowley","orcid":"https://orcid.org/0000-0003-2672-1255","observed_orcids":["https://orcid.org/0000-0003-2672-1255"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Michael Rowley","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5044099332","display_name":"Vincenzo Summa","orcid":"https://orcid.org/0000-0002-6288-2681","observed_orcids":["https://orcid.org/0000-0002-6288-2681"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Vincenzo Summa","raw_affiliation_strings":["IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"IRBM Merck Research Laboratories Rome, Via Pontina Km 30,600, 00040 Rome, Italy, and Department of Antiviral Research, Merck Research Laboratories, West Point, Pennsylvania","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":["https://openalex.org/A5059883181"],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":5.9934,"has_fulltext":false,"cited_by_count":53,"citation_normalized_percentile":{"value":0.96558741,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":87,"max":98},"biblio":{"volume":"51","issue":"4","first_page":"861","last_page":"874"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.9994999766349792,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.9994999766349792,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T10112","display_name":"HIV Research and Treatment","score":9.999999747378752e-05,"subfield":{"id":"https://openalex.org/subfields/2406","display_name":"Virology"},"field":{"id":"https://openalex.org/fields/24","display_name":"Immunology and Microbiology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10274","display_name":"Heterocyclic Compound Synthesis and Bioactivity","score":9.999999747378752e-05,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/hiv-1-integrase-inhibitors","display_name":"HIV-1 integrase inhibitors","score":0.9789999723434448},{"id":"https://openalex.org/keywords/sulfamides","display_name":"sulfamides","score":0.531000018119812},{"id":"https://openalex.org/keywords/ketoamides","display_name":"ketoamides","score":0.9860000014305115},{"id":"https://openalex.org/keywords/strand-transfer-inhibition","display_name":"strand transfer inhibition","score":0.8830000162124634},{"id":"https://openalex.org/keywords/structure-activity-relationship","display_name":"structure-activity relationship","score":0.8970000147819519},{"id":"https://openalex.org/keywords/oral-bioavailability","display_name":"oral bioavailability","score":0.9290000200271606},{"id":"https://openalex.org/keywords/pharmacokinetics","display_name":"pharmacokinetics","score":0.8790000081062317},{"id":"https://openalex.org/keywords/antiviral-drug-design","display_name":"antiviral drug design","score":0.6399999856948853},{"id":"https://openalex.org/keywords/mt-4-cells","display_name":"MT-4 cells","score":0.6679999828338623}],"concepts":[{"id":"https://openalex.org/C2909039623","wikidata":"https://www.wikidata.org/wiki/Q7263606","display_name":"Pyrimidinones","level":2,"score":0.8961267471313477},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8845374584197998},{"id":"https://openalex.org/C181389837","wikidata":"https://www.wikidata.org/wiki/Q461809","display_name":"Bioavailability","level":2,"score":0.8100134134292603},{"id":"https://openalex.org/C24961977","wikidata":"https://www.wikidata.org/wiki/Q225972","display_name":"Bicyclic molecule","level":2,"score":0.7471414804458618},{"id":"https://openalex.org/C98274493","wikidata":"https://www.wikidata.org/wiki/Q128406","display_name":"Pharmacology","level":1,"score":0.5734192132949829},{"id":"https://openalex.org/C2777056448","wikidata":"https://www.wikidata.org/wiki/Q285166","display_name":"Oral administration","level":2,"score":0.5038964152336121},{"id":"https://openalex.org/C14430832","wikidata":"https://www.wikidata.org/wiki/Q412550","display_name":"Integrase","level":3,"score":0.4814562201499939},{"id":"https://openalex.org/C2777302000","wikidata":"https://www.wikidata.org/wiki/Q412251","display_name":"Integrase inhibitor","level":5,"score":0.4798140525817871},{"id":"https://openalex.org/C112705442","wikidata":"https://www.wikidata.org/wiki/Q323936","display_name":"Pharmacokinetics","level":2,"score":0.4360513687133789},{"id":"https://openalex.org/C3017990168","wikidata":"https://www.wikidata.org/wiki/Q285166","display_name":"Orally active","level":3,"score":0.4335874915122986},{"id":"https://openalex.org/C114373084","wikidata":"https://www.wikidata.org/wiki/Q273499","display_name":"Chemical synthesis","level":3,"score":0.4139872193336487},{"id":"https://openalex.org/C3013748606","wikidata":"https://www.wikidata.org/wiki/Q15787","display_name":"Human immunodeficiency virus (HIV)","level":2,"score":0.4059578478336334},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3888219892978668},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.1896834373474121},{"id":"https://openalex.org/C2993143319","wikidata":"https://www.wikidata.org/wiki/Q583050","display_name":"Antiretroviral therapy","level":4,"score":0.16088560223579407},{"id":"https://openalex.org/C202751555","wikidata":"https://www.wikidata.org/wiki/Q221681","display_name":"In vitro","level":2,"score":0.1602267622947693},{"id":"https://openalex.org/C159047783","wikidata":"https://www.wikidata.org/wiki/Q7215","display_name":"Virology","level":1,"score":0.12894326448440552},{"id":"https://openalex.org/C142462285","wikidata":"https://www.wikidata.org/wiki/Q2528140","display_name":"Viral load","level":3,"score":0.0},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.0},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000284","descriptor_name":"Administration, Oral","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000631","descriptor_name":"Aminopyridines","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D000631","descriptor_name":"Aminopyridines","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D000631","descriptor_name":"Aminopyridines","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001381","descriptor_name":"Azepines","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D001381","descriptor_name":"Azepines","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D001381","descriptor_name":"Azepines","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D001682","descriptor_name":"Biological Availability","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002460","descriptor_name":"Cell Line","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D004285","descriptor_name":"Dogs","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008253","descriptor_name":"Macaca mulatta","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008862","descriptor_name":"Microsomes, Liver","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D011744","descriptor_name":"Pyrimidinones","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D011744","descriptor_name":"Pyrimidinones","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D011744","descriptor_name":"Pyrimidinones","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015497","descriptor_name":"HIV-1","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D019086","descriptor_name":"Bridged Bicyclo Compounds, Heterocyclic","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D019086","descriptor_name":"Bridged Bicyclo Compounds, Heterocyclic","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D019086","descriptor_name":"Bridged Bicyclo Compounds, Heterocyclic","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D019427","descriptor_name":"HIV Integrase","qualifier_ui":"Q000235","qualifier_name":"genetics","is_major_topic":false},{"descriptor_ui":"D019427","descriptor_name":"HIV Integrase","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D019428","descriptor_name":"HIV Integrase Inhibitors","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D019428","descriptor_name":"HIV Integrase Inhibitors","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D019428","descriptor_name":"HIV Integrase Inhibitors","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D051381","descriptor_name":"Rats","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/jm701164t","doi":"https://doi.org/10.1021/jm701164t","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm701164t","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","raw_type":"journal-article"},{"id":"pmid:18217703","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/18217703","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of medicinal chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.8999999761581421,"display_name":"Good health and well-being","id":"https://metadata.un.org/sdg/3"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":28,"referenced_works":["https://openalex.org/W117795243","https://openalex.org/W218277912","https://openalex.org/W1600632000","https://openalex.org/W1604319891","https://openalex.org/W1965354742","https://openalex.org/W2023171979","https://openalex.org/W2052990805","https://openalex.org/W2056312737","https://openalex.org/W2059458343","https://openalex.org/W2060895708","https://openalex.org/W2060921417","https://openalex.org/W2063889189","https://openalex.org/W2071189977","https://openalex.org/W2074956847","https://openalex.org/W2076284523","https://openalex.org/W2077557314","https://openalex.org/W2087400133","https://openalex.org/W2099509337","https://openalex.org/W2117728022","https://openalex.org/W2132185205","https://openalex.org/W2148187408","https://openalex.org/W2160995290","https://openalex.org/W2167278859","https://openalex.org/W2167559307","https://openalex.org/W2318289184","https://openalex.org/W2949951507","https://openalex.org/W2950989085","https://openalex.org/W4367331348"],"related_works":["https://openalex.org/W2056312737","https://openalex.org/W4243622276","https://openalex.org/W1964801211","https://openalex.org/W2086295635","https://openalex.org/W2949703087","https://openalex.org/W2020755904","https://openalex.org/W2023171979","https://openalex.org/W3021610816","https://openalex.org/W1963651913","https://openalex.org/W2056676492"],"abstract_inverted_index":{"HIV":[0,10,95,122],"integrase":[1,19],"is":[2,13],"one":[3],"of":[4,46,56,66,68,91,103,117,130],"the":[5,36,39,53,57,64,85,121],"three":[6],"enzymes":[7],"encoded":[8],"by":[9],"genome":[11],"and":[12,59,94,106,120,133],"essential":[14],"for":[15],"viral":[16],"replication,":[17],"but":[18],"inhibitors":[20],"as":[21],"marketed":[22],"drugs":[23],"have":[24],"just":[25],"very":[26],"recently":[27],"started":[28],"to":[29,42,79,142],"emerge.":[30],"In":[31],"this":[32],"study,":[33],"we":[34],"show":[35],"evolution":[37],"from":[38],"N-methylpyrimidinone":[40],"structure":[41],"bicyclic":[43],"pyrimidinones.":[44],"Introduction":[45],"a":[47,101,128,135],"suitably":[48],"substituted":[49],"amino":[50],"moiety":[51],"modulated":[52],"physical-chemical":[54],"properties":[55],"molecules":[58],"conferred":[60],"nanomolar":[61],"activity":[62],"in":[63,71,97,124],"inhibition":[65],"spread":[67],"HIV-1":[69],"infection":[70,96,123],"cell":[72],"culture.":[73],"An":[74],"extensive":[75],"SAR":[76],"study":[77],"led":[78],"sulfamide":[80],"(R)-":[81],"22b,":[82],"which":[83],"inhibited":[84,111],"strand":[86,112],"transfer":[87,113],"with":[88,100,114,127],"an":[89,115],"IC50":[90,116],"7":[92],"nM":[93,119,132],"MT4":[98,125],"cells":[99,126],"CIC95":[102,129],"44":[104],"nM,":[105],"ketoamide":[107],"(S)-":[108],"28c":[109],"that":[110],"12":[118],"13":[131],"exhibited":[134],"good":[136],"pharmacokinetic":[137],"profile":[138],"when":[139],"dosed":[140],"orally":[141],"preclinical":[143],"species.":[144]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":3},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":6},{"year":2012,"cited_by_count":5}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}