{"meta":{"query_hash":"ae55b64ab602","filters":{"venue":"Topics in heterocyclic chemistry"},"cohort_total":7,"direct_labels_cover":0,"predictions_cover":7,"exported":7,"export_cap":100000,"truncated":false,"label_status":"direct model label, unvalidated","prediction_status":"machine_predicted_unvalidated (Codex and Gemma teacher distillation)","score_status":"score_only:v0-immature-baseline","snapshot":{"source":"OpenAlex, pinned release, all 482 partitions","release":"2026-06-24","frame_built":"2026-07-12"},"permalink":"https://metacan.xera.ac/q/ae55b64ab602","api":"https://metacan.xera.ac/api/v1/cohort?venue=Topics+in+heterocyclic+chemistry"},"results":[{"id":"W1836567627","doi":"10.1007/7081_2012_91","title":"Metalation Reactions of Pyridines, Quinolines, and Isoquinolines with Ate Bases and Their Alkali Metal Salt-Modified Congeners","year":2012,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Coordination Chemistry and Organometallics","field":"Chemistry","cited_by":5,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"Brock University","funders":"","keywords":"Metalation; Chemistry; Regioselectivity; Alkali metal; Salt (chemistry); Quinoline; Reagent; Halogen; Electrophile; Pyridine; Metal; Coupling reaction; Combinatorial chemistry; Medicinal chemistry; Organic chemistry; Catalysis; Alkyl","score_opus":0.025147457116026246,"score_gpt":0.2332168706472236,"score_spread":0.20806941353119734,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W1836567627","genre_codex":"empirical","genre_gemma":"empirical","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"empirical","genre_consensus":"empirical","domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.8646772,0.02808278,0.017622357,0.00028510203,0.00039047134,0.00011151251,0.00027449153,0.0003085429,0.08824762],"genre_scores_gemma":[0.92882603,0.009494841,0.0039766463,0.00014552902,0.000053930235,0.000040627812,0.00022341078,0.00006987928,0.057169195],"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.9999052,0.00001241561,0.000004815664,0.000019025661,0.00003243781,0.000026160811],"domain_scores_gemma":[0.9999746,0.000006893759,0.0000045661227,0.000005585883,0.00000412601,0.000004186998],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00012052901,0.00027369946,0.00020888529,0.00014488476,0.0001951396,0.00016637048,0.0006673317,0.00019831672,0.0024266106],"category_scores_gemma":[0.00012558611,0.00011538513,0.00022654602,0.00017349748,0.00020011952,0.00040091656,0.00037341384,0.0003664959,0.00073025766],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.0002690184,0.00007468099,0.00019013636,0.0006658104,0.000039922954,0.00040883248,0.00044130752,0.0007131736,0.9357757,0.011692176,0.0015861215,0.04814302],"study_design_scores_gemma":[0.000017524753,0.00038638234,0.0005660878,0.000018739736,0.000017480703,0.00047386764,0.000059505193,0.0005104958,0.9599401,0.0011784682,0.0368156,0.00001575498],"about_ca_topic_score_codex":0.0005426831,"about_ca_topic_score_gemma":0.0013745956,"teacher_disagreement_score":0.0024266106,"about_ca_system_score_codex":0.00027128158,"about_ca_system_score_gemma":0.00010858149,"threshold_uncertainty_score":0.008117855},"labels":[],"label_agreement":null},{"id":"W2293826140","doi":"10.1007/7081_2015_191","title":"Proline Methanologues: Design, Synthesis, Structural Properties, and Applications in Medicinal Chemistry","year":2015,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Asymmetric Synthesis and Catalysis","field":"Chemistry","cited_by":5,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":true,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"Université de Montréal","funders":"Natural Sciences and Engineering Research Council of Canada; Consejo Nacional de Ciencia y Tecnología","keywords":"Proline; Diastereomer; Chemistry; Stereochemistry; Methylene; Combinatorial chemistry; Organic chemistry; Amino acid; Biochemistry","score_opus":0.060636934072318655,"score_gpt":0.25543151104922784,"score_spread":0.1947945769769092,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W2293826140","genre_codex":"review","genre_gemma":"empirical","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"empirical","genre_consensus":null,"domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.07985641,0.8291792,0.032642968,0.0018218315,0.0014857149,0.00019001051,0.0014189857,0.0005166908,0.052888267],"genre_scores_gemma":[0.24182367,0.6692272,0.037045773,0.0012310584,0.0007140818,0.00018592388,0.0011985623,0.00020823618,0.04836556],"study_design_codex":"design_other","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.99991417,0.000010746971,0.000005412886,0.000023754978,0.000029450703,0.000016487924],"domain_scores_gemma":[0.9999467,0.000013170668,0.000014980549,0.0000037609393,0.000008994585,0.0000123568025],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00016457181,0.0006361588,0.00046585783,0.00036298003,0.0002105616,0.0005397206,0.000640429,0.00035686654,0.0033403628],"category_scores_gemma":[0.00020684961,0.00027929587,0.0002524179,0.00072373176,0.00027795119,0.00087946083,0.0004797708,0.0011999159,0.0018805375],"study_design_candidate":"bench_or_experimental","study_design_consensus":null,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.00059440813,0.00017168066,0.00024900245,0.003406347,0.000057704798,0.0005187042,0.00017267012,0.0026041537,0.40838316,0.025530783,0.011751128,0.54656017],"study_design_scores_gemma":[0.00015394464,0.0017773535,0.0008047413,0.00033138454,0.000115449286,0.0019451622,0.00008725963,0.0013014703,0.31543764,0.009692865,0.66828024,0.00007244834],"about_ca_topic_score_codex":0.00045794804,"about_ca_topic_score_gemma":0.001255574,"teacher_disagreement_score":0.0033403628,"about_ca_system_score_codex":0.00046255285,"about_ca_system_score_gemma":0.00034022477,"threshold_uncertainty_score":0.011174619},"labels":[],"label_agreement":null},{"id":"W2295803180","doi":"10.1007/7081_2015_187","title":"Synthesis of Peptidomimetics Through the Disrupted Ugi Reaction with Aziridine Aldehyde Dimers","year":2015,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":1,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"University of Toronto","funders":"","keywords":"Aziridine; Chemistry; Peptidomimetic; Amide; Amine gas treating; Nucleophile; Aldehyde; Amino acid; Ugi reaction; Hydrogenolysis; Peptide bond; Combinatorial chemistry; Peptide; Alicyclic compound; Organic chemistry; Ring (chemistry); Stereochemistry; Catalysis; Biochemistry","score_opus":0.01901470434012013,"score_gpt":0.25173518162125275,"score_spread":0.23272047728113263,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W2295803180","genre_codex":"empirical","genre_gemma":"empirical","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"empirical","genre_consensus":"empirical","domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.77260077,0.031384744,0.12182035,0.0011980346,0.0015589036,0.0003669025,0.002014938,0.0017589357,0.06729641],"genre_scores_gemma":[0.9123798,0.01101841,0.046431027,0.00034029063,0.00013043795,0.00012260981,0.0011061276,0.00016375835,0.028307574],"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.99990106,0.000013123277,0.000008378592,0.000028142724,0.000026373627,0.000023004475],"domain_scores_gemma":[0.9999558,0.000007452681,0.000012016891,0.0000057463785,0.000005013251,0.000013927212],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00017781752,0.00048807947,0.00038908166,0.00017237487,0.00015829987,0.00039678602,0.0004175826,0.00031599854,0.0014294323],"category_scores_gemma":[0.00013868809,0.0002381338,0.00031398085,0.00019718653,0.00019678177,0.00050549966,0.0003358083,0.0010853414,0.0011114114],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.0001453436,0.000044865596,0.00005119553,0.00021170716,0.000024909243,0.00024532244,0.000084270585,0.0011685566,0.9747233,0.0049132947,0.00060492737,0.017782364],"study_design_scores_gemma":[0.000035095003,0.00058691355,0.00022092774,0.000013476294,0.000021528342,0.00040365703,0.000016141385,0.0010114708,0.96685165,0.0008362412,0.029979233,0.00002371546],"about_ca_topic_score_codex":0.00014804796,"about_ca_topic_score_gemma":0.00026737116,"teacher_disagreement_score":0.0014294323,"about_ca_system_score_codex":0.0003836868,"about_ca_system_score_gemma":0.00016841106,"threshold_uncertainty_score":0.0047819614},"labels":[],"label_agreement":null},{"id":"W2607733491","doi":"10.1007/7081_2017_204","title":"Aminolactam, N-Aminoimidazolone, and N-Aminoimdazolidinone Peptide Mimics","year":2017,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":19,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"Université de Montréal","funders":"","keywords":"Dihedral angle; Peptide; Residue (chemistry); Side chain; Chemistry; Stereochemistry; Amino acid residue; Amino acid; Ring (chemistry); Lactam; Peptide sequence; Biochemistry; Molecule; Organic chemistry; Hydrogen bond","score_opus":0.01546248399197554,"score_gpt":0.24178557651589577,"score_spread":0.22632309252392024,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W2607733491","genre_codex":"other","genre_gemma":"empirical","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"empirical","genre_consensus":null,"domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.28847644,0.23751421,0.056698326,0.002449339,0.003327467,0.00023754853,0.00072344276,0.001652701,0.4089205],"genre_scores_gemma":[0.47908184,0.08492186,0.029261317,0.0012380697,0.0004025639,0.00020066126,0.000795274,0.00017398655,0.4039244],"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.9999472,0.000005753348,0.0000021279554,0.000011024216,0.0000244265,0.000009395922],"domain_scores_gemma":[0.99997544,0.0000045899606,0.0000058055966,0.0000022321776,0.0000042824036,0.0000076058323],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.000067460365,0.00037292784,0.00018607489,0.00011978278,0.00010445678,0.00037855183,0.00030795558,0.00026552685,0.0028148165],"category_scores_gemma":[0.00009535843,0.000108094086,0.000113576534,0.0001576404,0.00014993102,0.0004175637,0.00023736151,0.00041986417,0.0015667009],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.00013780594,0.000065867076,0.0000740651,0.00043444647,0.0000063100306,0.0003091177,0.00007796401,0.0009997335,0.8396135,0.019946074,0.007394586,0.13094054],"study_design_scores_gemma":[0.000029606248,0.0005914911,0.0005727267,0.000091743124,0.0000135495575,0.0015299559,0.000041953943,0.0015415233,0.42592138,0.0039880183,0.5656494,0.000028665218],"about_ca_topic_score_codex":0.00027425797,"about_ca_topic_score_gemma":0.00046929467,"teacher_disagreement_score":0.0028148165,"about_ca_system_score_codex":0.00047972938,"about_ca_system_score_gemma":0.00020434355,"threshold_uncertainty_score":0.009416521},"labels":[],"label_agreement":null},{"id":"W2789429783","doi":"10.1007/7081_2017_14","title":"Radical Cascades in the Total Synthesis of Complex Naturally Occurring Heterocycles","year":2018,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Radical Photochemical Reactions","field":"Chemistry","cited_by":3,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"University of British Columbia","funders":"","keywords":"Chemistry; Cascade; Moiety; Total synthesis; Context (archaeology); Combinatorial chemistry; Stereochemistry","score_opus":0.028083300619944507,"score_gpt":0.27184504605699306,"score_spread":0.24376174543704854,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W2789429783","genre_codex":"other","genre_gemma":"empirical","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"empirical","genre_consensus":null,"domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.13578653,0.30413777,0.097272515,0.001824997,0.0036097846,0.00029856083,0.00042195898,0.0007798101,0.45586812],"genre_scores_gemma":[0.4028879,0.21395487,0.037503235,0.0008745102,0.0012529051,0.000271889,0.00035989433,0.0003670906,0.34252775],"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.9999237,0.00000915291,0.0000029833843,0.000020325839,0.000031770305,0.000012041537],"domain_scores_gemma":[0.99996793,0.000018075734,0.0000027836227,0.0000037016755,0.000004070251,0.0000034775182],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00014306902,0.00051672594,0.00036783528,0.00030620923,0.00031453598,0.0006766146,0.0004899279,0.0004026923,0.007689132],"category_scores_gemma":[0.00011758336,0.0002734989,0.00032369068,0.00044463627,0.0004878913,0.0014112762,0.0006193884,0.0013279794,0.0021479474],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.00019615947,0.000221247,0.000070934366,0.0028904758,0.000060580696,0.00043654436,0.0007536339,0.007756877,0.35157222,0.29905295,0.02022656,0.31676188],"study_design_scores_gemma":[0.00007981677,0.00054821675,0.00029344347,0.00025561664,0.00005678173,0.00083984615,0.0001128075,0.005703872,0.2907412,0.094817765,0.6064791,0.00007149422],"about_ca_topic_score_codex":0.00016353003,"about_ca_topic_score_gemma":0.00041136058,"teacher_disagreement_score":0.007689132,"about_ca_system_score_codex":0.0005211117,"about_ca_system_score_gemma":0.00023963592,"threshold_uncertainty_score":0.025722682},"labels":[],"label_agreement":null},{"id":"W2789473522","doi":"10.1007/7081_2018_18","title":"Flow-Assisted Synthesis of Heterocycles at High Temperatures","year":2018,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Innovative Microfluidic and Catalytic Techniques Innovation","field":"Engineering","cited_by":3,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"University of Ottawa","funders":"","keywords":"Pericyclic reaction; Flow chemistry; Chemistry; Flow (mathematics); sort; Biochemical engineering; Condensation; Surface modification; Combinatorial chemistry; Continuous flow; Nanotechnology; Computer science; Organic chemistry; Materials science; Thermodynamics; Engineering; Physical chemistry; Physics; Mechanics","score_opus":0.01219684087052656,"score_gpt":0.2204241970356477,"score_spread":0.20822735616512114,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W2789473522","genre_codex":"empirical","genre_gemma":"methods","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"methods","genre_consensus":null,"domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.4165932,0.11358427,0.18709329,0.0012123019,0.0032718484,0.0004354714,0.0013606087,0.0020125993,0.2744364],"genre_scores_gemma":[0.7024324,0.05349209,0.058963995,0.000800122,0.0007131698,0.00035843402,0.0010034352,0.0005862538,0.18165],"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","domain_scores_codex":[0.99991643,0.000005019661,0.000003051933,0.000023201072,0.000030333867,0.000021979618],"domain_scores_gemma":[0.9999783,0.000008653631,0.000003717641,0.0000029821758,0.0000031420768,0.0000032773137],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00012327521,0.00050764915,0.0003566963,0.00035192844,0.0002835355,0.00046468276,0.0004363388,0.00040280804,0.00452607],"category_scores_gemma":[0.00010080383,0.00026317884,0.0003361877,0.0003384297,0.0003415268,0.0009538779,0.0004288126,0.0009786525,0.0018044017],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.00009687394,0.00009156353,0.000045229306,0.0007420563,0.000023166878,0.00016395292,0.00018780166,0.002696997,0.87067455,0.028861688,0.004323275,0.092092864],"study_design_scores_gemma":[0.00002782817,0.00021296115,0.0002447393,0.00005618958,0.000013706697,0.00017035964,0.000019300825,0.003741245,0.8975544,0.005031684,0.092900015,0.000027627679],"about_ca_topic_score_codex":0.0002693918,"about_ca_topic_score_gemma":0.00062625326,"teacher_disagreement_score":0.00452607,"about_ca_system_score_codex":0.0004737969,"about_ca_system_score_gemma":0.0002498347,"threshold_uncertainty_score":0.015141249},"labels":[],"label_agreement":null},{"id":"W4211036088","doi":"10.1007/7081_010","title":"Novel Synthetic Antibacterial Agents","year":2006,"lang":"en","type":"book-chapter","venue":"Topics in heterocyclic chemistry","topic":"Peptidase Inhibition and Analysis","field":"Medicine","cited_by":10,"is_retracted":false,"has_abstract":false,"route_ca_aff":true,"route_ca_fund":false,"route_ca_venue":false,"route_about_ca":false,"ca_institutions":"Memorial University of Newfoundland","funders":"","keywords":"Hydroxamic acid; Chemistry; Stereochemistry; Combinatorial chemistry; Antibacterial activity; Bacteria; Biology","score_opus":0.02502598229764206,"score_gpt":0.2664105020146861,"score_spread":0.24138451971704403,"validation_status":"score_only:v0-immature-baseline","prediction":{"id":"W4211036088","genre_codex":"other","genre_gemma":"other","domain_codex":null,"domain_gemma":null,"model_version":"metacan-v3-hybrid-931329e0061c","genre_candidate":"other","genre_consensus":"other","domain_candidate":null,"domain_consensus":null,"prediction_status":"machine_predicted_unvalidated","genre_scores_codex":[0.019269358,0.41697094,0.07021092,0.0033779028,0.006206938,0.00031073813,0.0007626823,0.00094413315,0.48194647],"genre_scores_gemma":[0.0696308,0.26782963,0.036912255,0.003679026,0.001963008,0.000414459,0.0008343281,0.00016780653,0.6185687],"study_design_codex":"design_other","study_design_gemma":"not_applicable","domain_scores_codex":[0.99988604,0.000011892064,0.0000046190526,0.000023588767,0.00005754925,0.000016298949],"domain_scores_gemma":[0.9999696,0.000007947654,0.0000051133115,0.0000038833227,0.000007103688,0.0000062371378],"candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00016972232,0.0008838005,0.00049730827,0.0005313488,0.00030612163,0.00062632875,0.00056431635,0.00062306697,0.010596388],"category_scores_gemma":[0.000104068946,0.00034567263,0.0002586379,0.00032566674,0.00040837936,0.0010419615,0.0005669308,0.0014787539,0.0067195445],"study_design_candidate":"not_applicable","study_design_consensus":null,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_system_candidate":false,"about_ca_system_consensus":false,"study_design_scores_codex":[0.00014923765,0.0002330849,0.00006028418,0.0019329804,0.000029858005,0.0003761455,0.00019948276,0.0009790661,0.36616528,0.07041716,0.050583027,0.5088745],"study_design_scores_gemma":[0.00002343331,0.00023882926,0.000119365264,0.00013310077,0.000015801033,0.0006923835,0.000020553634,0.0005044028,0.06272581,0.005546537,0.92996633,0.000013407555],"about_ca_topic_score_codex":0.00012790911,"about_ca_topic_score_gemma":0.0004706974,"teacher_disagreement_score":0.010596388,"about_ca_system_score_codex":0.00040900894,"about_ca_system_score_gemma":0.00026195447,"threshold_uncertainty_score":0.03544849},"labels":[],"label_agreement":null}]}