{"id":"W2043222996","doi":"10.1021/ol048820u","title":"Synthesis of Simplified Hybrid Inhibitors of Type 1 17β-Hydroxysteroid Dehydrogenase via Cross-Metathesis and Sonogashira Coupling Reactions","year":2004,"lang":"en","type":"article","venue":"Organic Letters","topic":"Synthetic Organic Chemistry Methods","field":"Chemistry","cited_by":52,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université Laval; Centre hospitalier universitaire de Québec","funders":"Canadian Institutes of Health Research","keywords":"Sonogashira coupling; Chemistry; Cofactor; Metathesis; Hydroxysteroid dehydrogenase; Dehydrogenase; NAD+ kinase; Substrate (aquarium); Stereochemistry; Combinatorial chemistry; Estrone; Coupling reaction; Salt metathesis reaction; Enzyme; Biochemistry; Organic chemistry; Catalysis; Palladium","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001617068,0.0006563356,0.0006200056,0.0002129028,0.00009823345,0.0002524295,0.000443652,0.0002690605,0.001808148],"category_scores_gemma":[0.0001635696,0.0002678225,0.0002911979,0.0002893553,0.0001376835,0.000257522,0.0002767649,0.0005211857,0.0006043173],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003425036,"about_ca_system_score_gemma":0.0002744463,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0005897617,"about_ca_topic_score_gemma":0.001304289,"domain_scores_codex":[0.9998734,0.00002435638,0.00001165818,0.00002135689,0.000033671,0.000035632],"domain_scores_gemma":[0.9999515,0.000007271654,0.00001466237,0.000005671353,0.000007258282,0.00001359732],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0003258563,0.0001004303,0.0001375986,0.0002783908,0.00009496887,0.0003061028,0.00006935215,0.001970473,0.9786147,0.001140739,0.0003718908,0.0165895],"study_design_scores_gemma":[0.0001259269,0.00123748,0.0006786709,0.00001157604,0.00009796244,0.0003409743,0.00001861693,0.001743557,0.9812816,0.00009496439,0.01434482,0.00002398234],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9381475,0.01149515,0.034925,0.0001942706,0.0001498003,0.0004724275,0.001161563,0.0004996972,0.01295468],"genre_scores_gemma":[0.9537482,0.00766649,0.02978683,0.00008977758,0.00003798758,0.0002483528,0.001113189,0.00005921244,0.007250064],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001808148,"threshold_uncertainty_score":0.006048799,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.0125484198370948,"score_gpt":0.2507525002658734,"score_spread":0.2382040804287786,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}