{"doi":"10.1002/cmdc.202000025","title":"Axially Chiral Cannabinols: A New Platform for Cannabinoid‐Inspired Drug Discovery","abstract":"Phytocannabinoids (and synthetic analogs thereof) are gaining significant attention as promising leads in modern medicine. Considering this, new directions for the design of phytocannabinoid-inspired molecules is of immediate interest. In this regard, we have hypothesized that axially-chiral-cannabinols (ax-CBNs), unnatural and unknown isomers of cannabinol (CBN) may be valuable scaffolds for cannabinoid-inspired drug discovery. There are two main factors directing our interest to these scaffolds: (a) ax-CBNs would have ground-state three-dimensionality; ligand-receptor interactions can be more significant with complimentary 3D-topology, and (b) ax-CBNs at their core structure are biaryl molecules, generally attractive platforms for pharmaceutical development due to their ease of functionalization and stability. Herein we report a synthesis of ax-CBNs, examine physical properties experimentally and computationally, and perform a comparative analysis of ax-CBN and THC in mice behavioral studies.","journal":"ChemMedChem","year":2020,"id":88801,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":9,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9505,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2020-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":127511,"name":"Jenny L. Wilkerson","orcid":"0000-0002-5594-061X","position":1,"is_corresponding":false},{"id":450538,"name":"Kavindri Ranasinghe","orcid":null,"position":2,"is_corresponding":false},{"id":450539,"name":"Evgeniya Semenova","orcid":null,"position":3,"is_corresponding":false},{"id":333223,"name":"Jasmine S. Felix","orcid":null,"position":4,"is_corresponding":false},{"id":392174,"name":"Ion Ghiviriga","orcid":"0000-0001-5812-5170","position":5,"is_corresponding":false},{"id":108071,"name":"Adrián E. Roitberg","orcid":"0000-0003-3963-8784","position":6,"is_corresponding":false},{"id":127513,"name":"Lance R. McMahon","orcid":"0000-0003-0360-6318","position":7,"is_corresponding":false},{"id":449621,"name":"Alexander J. Grenning","orcid":"0000-0002-8182-9464","position":8,"is_corresponding":false},{"id":449620,"name":"Primali V. Navaratne","orcid":"0000-0002-2679-7199","position":0,"is_corresponding":true}],"reference_count":51,"raw_metadata":null,"created_at":"2026-07-18T22:01:22.387926Z","pmid":"32061146","pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}