{"id":"https://openalex.org/W2013333835","doi":"https://doi.org/10.1016/s0097-8485(02)00053-0","title":"Symmetry considerations in Markovian chemicals \u2018in silico\u2019 design (MARCH-INSIDE) I: central chirality codification, classification of ACE inhibitors and prediction of \u03c3-receptor antagonist activities","display_name":"Symmetry considerations in Markovian chemicals \u2018in silico\u2019 design (MARCH-INSIDE) I: central chirality codification, classification of ACE inhibitors and prediction of \u03c3-receptor antagonist activities","publication_year":2002,"publication_date":"2002-10-30","ids":{"openalex":"https://openalex.org/W2013333835","doi":"https://doi.org/10.1016/s0097-8485(02)00053-0","mag":"2013333835","pmid":"https://pubmed.ncbi.nlm.nih.gov/12927098"},"language":"en","primary_location":{"id":"doi:10.1016/s0097-8485(02)00053-0","is_oa":false,"landing_page_url":"https://doi.org/10.1016/s0097-8485(02)00053-0","pdf_url":null,"source":{"id":"https://openalex.org/S104924063","display_name":"Computational Biology and Chemistry","issn_l":"1476-9271","issn":["1476-9271","1476-928X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Computational Biology and Chemistry","raw_type":"journal-article"},"type":"article","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/A5013497733","display_name":"Humberto Gonz\u00e1lez\u2010D\u00edaz","orcid":"https://orcid.org/0000-0002-9392-2797"},"institutions":[{"id":"https://openalex.org/I200284239","display_name":"Universidade de Santiago de Compostela","ror":"https://ror.org/030eybx10","country_code":"ES","type":"education","lineage":["https://openalex.org/I200284239"]},{"id":"https://openalex.org/I3018837529","display_name":"Universidad Central \"Marta Abreu\" de las Villas (UCLV)","ror":"https://ror.org/01cdy6h50","country_code":"CU","type":"education","lineage":["https://openalex.org/I3018837529"]}],"countries":["CU","ES"],"is_corresponding":true,"raw_author_name":"Humberto Gonz\u00e1lez D\u0131\u0301az","raw_affiliation_strings":["Chemical Bio-actives Center, Central University of \u2018Las Villas\u2019 54830, Santa Clara, Cuba","Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain","Chemical Bio-actives Center, Central University of 'Las Villas' 54830, Santa Clara, Cuba"],"affiliations":[{"raw_affiliation_string":"Chemical Bio-actives Center, Central University of \u2018Las Villas\u2019 54830, Santa Clara, Cuba","institution_ids":["https://openalex.org/I3018837529"]},{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain","institution_ids":["https://openalex.org/I200284239"]},{"raw_affiliation_string":"Chemical Bio-actives Center, Central University of 'Las Villas' 54830, Santa Clara, Cuba","institution_ids":["https://openalex.org/I3018837529"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001105189","display_name":"Ivan Hern\u00e1ndez S\u00e1nchez","orcid":null},"institutions":[{"id":"https://openalex.org/I3018837529","display_name":"Universidad Central \"Marta Abreu\" de las Villas (UCLV)","ror":"https://ror.org/01cdy6h50","country_code":"CU","type":"education","lineage":["https://openalex.org/I3018837529"]}],"countries":["CU"],"is_corresponding":false,"raw_author_name":"Ivan Hern\u00e1ndez S\u00e1nchez","raw_affiliation_strings":["Chemical Bio-actives Center, Central University of \u2018Las Villas\u2019 54830, Santa Clara, Cuba","Chemical Bio-actives Center, Central University of 'Las Villas' 54830, Santa Clara, Cuba"],"affiliations":[{"raw_affiliation_string":"Chemical Bio-actives Center, Central University of \u2018Las Villas\u2019 54830, Santa Clara, Cuba","institution_ids":["https://openalex.org/I3018837529"]},{"raw_affiliation_string":"Chemical Bio-actives Center, Central University of 'Las Villas' 54830, Santa Clara, Cuba","institution_ids":["https://openalex.org/I3018837529"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5070602119","display_name":"Eugenio Uriarte","orcid":"https://orcid.org/0000-0001-6218-2899"},"institutions":[{"id":"https://openalex.org/I200284239","display_name":"Universidade de Santiago de Compostela","ror":"https://ror.org/030eybx10","country_code":"ES","type":"education","lineage":["https://openalex.org/I200284239"]}],"countries":["ES"],"is_corresponding":false,"raw_author_name":"Eugenio Uriarte","raw_affiliation_strings":["Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain"],"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain","institution_ids":["https://openalex.org/I200284239"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5040020657","display_name":"Lourdes Santana","orcid":"https://orcid.org/0000-0001-6056-8253"},"institutions":[{"id":"https://openalex.org/I200284239","display_name":"Universidade de Santiago de Compostela","ror":"https://ror.org/030eybx10","country_code":"ES","type":"education","lineage":["https://openalex.org/I200284239"]}],"countries":["ES"],"is_corresponding":false,"raw_author_name":"Lourdes Santana","raw_affiliation_strings":["Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain"],"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela 15706, Santiago de Compostela, Spain","institution_ids":["https://openalex.org/I200284239"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":4,"corresponding_author_ids":["https://openalex.org/A5013497733"],"corresponding_institution_ids":["https://openalex.org/I200284239","https://openalex.org/I3018837529"],"apc_list":{"value":2960,"currency":"USD","value_usd":2960},"apc_paid":null,"fwci":10.1172,"has_fulltext":false,"cited_by_count":54,"citation_normalized_percentile":{"value":0.98837706,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"27","issue":"3","first_page":"217","last_page":"227"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9998999834060669,"subfield":{"id":"https://openalex.org/subfields/1703","display_name":"Computational Theory and Mathematics"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9998999834060669,"subfield":{"id":"https://openalex.org/subfields/1703","display_name":"Computational Theory and Mathematics"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10274","display_name":"Synthesis and biological activity","score":0.9983000159263611,"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"}},{"id":"https://openalex.org/T13047","display_name":"Pharmacological Receptor Mechanisms and Effects","score":0.9980000257492065,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/linear-discriminant-analysis","display_name":"Linear discriminant analysis","score":0.6304745674133301},{"id":"https://openalex.org/keywords/molecular-descriptor","display_name":"Molecular descriptor","score":0.577880859375},{"id":"https://openalex.org/keywords/test-set","display_name":"Test set","score":0.5444688200950623},{"id":"https://openalex.org/keywords/linear-regression","display_name":"Linear regression","score":0.4956866502761841},{"id":"https://openalex.org/keywords/quantitative-structure\u2013activity-relationship","display_name":"Quantitative structure\u2013activity relationship","score":0.47773095965385437},{"id":"https://openalex.org/keywords/enantiomer","display_name":"Enantiomer","score":0.463340163230896},{"id":"https://openalex.org/keywords/mathematics","display_name":"Mathematics","score":0.45133382081985474},{"id":"https://openalex.org/keywords/artificial-intelligence","display_name":"Artificial intelligence","score":0.4114258289337158},{"id":"https://openalex.org/keywords/biological-system","display_name":"Biological system","score":0.39639806747436523},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.3960399031639099},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.36775246262550354},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.32346880435943604},{"id":"https://openalex.org/keywords/statistics","display_name":"Statistics","score":0.18980911374092102},{"id":"https://openalex.org/keywords/biology","display_name":"Biology","score":0.12508425116539001}],"concepts":[{"id":"https://openalex.org/C69738355","wikidata":"https://www.wikidata.org/wiki/Q1228929","display_name":"Linear discriminant analysis","level":2,"score":0.6304745674133301},{"id":"https://openalex.org/C164923092","wikidata":"https://www.wikidata.org/wiki/Q3705921","display_name":"Molecular descriptor","level":3,"score":0.577880859375},{"id":"https://openalex.org/C169903167","wikidata":"https://www.wikidata.org/wiki/Q3985153","display_name":"Test set","level":2,"score":0.5444688200950623},{"id":"https://openalex.org/C48921125","wikidata":"https://www.wikidata.org/wiki/Q10861030","display_name":"Linear regression","level":2,"score":0.4956866502761841},{"id":"https://openalex.org/C164126121","wikidata":"https://www.wikidata.org/wiki/Q766383","display_name":"Quantitative structure\u2013activity relationship","level":2,"score":0.47773095965385437},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.463340163230896},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.45133382081985474},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.4114258289337158},{"id":"https://openalex.org/C186060115","wikidata":"https://www.wikidata.org/wiki/Q30336093","display_name":"Biological system","level":1,"score":0.39639806747436523},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.3960399031639099},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.36775246262550354},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.32346880435943604},{"id":"https://openalex.org/C105795698","wikidata":"https://www.wikidata.org/wiki/Q12483","display_name":"Statistics","level":1,"score":0.18980911374092102},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.12508425116539001}],"mesh":[{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000806","descriptor_name":"Angiotensin-Converting Enzyme Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D008390","descriptor_name":"Markov Chains","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D008390","descriptor_name":"Markov Chains","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D008390","descriptor_name":"Markov Chains","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D008962","descriptor_name":"Models, Theoretical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008962","descriptor_name":"Models, Theoretical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008962","descriptor_name":"Models, Theoretical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"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":"D013329","descriptor_name":"Structure-Activity Relationship","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":"D015195","descriptor_name":"Drug Design","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015195","descriptor_name":"Drug Design","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015195","descriptor_name":"Drug Design","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D016014","descriptor_name":"Linear Models","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D016014","descriptor_name":"Linear Models","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D016014","descriptor_name":"Linear Models","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D017480","descriptor_name":"Receptors, sigma","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1016/s0097-8485(02)00053-0","is_oa":false,"landing_page_url":"https://doi.org/10.1016/s0097-8485(02)00053-0","pdf_url":null,"source":{"id":"https://openalex.org/S104924063","display_name":"Computational Biology and Chemistry","issn_l":"1476-9271","issn":["1476-9271","1476-928X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Computational Biology and Chemistry","raw_type":"journal-article"},{"id":"pmid:12927098","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/12927098","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,"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":"Computational biology and chemistry","raw_type":null}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.550000011920929,"id":"https://metadata.un.org/sdg/10","display_name":"Reduced inequalities"},{"score":0.4099999964237213,"id":"https://metadata.un.org/sdg/16","display_name":"Peace, Justice and strong institutions"}],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":37,"referenced_works":["https://openalex.org/W54822236","https://openalex.org/W628641357","https://openalex.org/W1495478173","https://openalex.org/W1545231783","https://openalex.org/W1547145319","https://openalex.org/W1982843797","https://openalex.org/W1988598882","https://openalex.org/W2002503642","https://openalex.org/W2005281435","https://openalex.org/W2008442742","https://openalex.org/W2009591425","https://openalex.org/W2022594427","https://openalex.org/W2027815353","https://openalex.org/W2030924205","https://openalex.org/W2063060349","https://openalex.org/W2070677923","https://openalex.org/W2076140424","https://openalex.org/W2085500028","https://openalex.org/W2143050081","https://openalex.org/W2152649144","https://openalex.org/W2154106338","https://openalex.org/W2329686304","https://openalex.org/W2330588028","https://openalex.org/W2422512427","https://openalex.org/W2525698547","https://openalex.org/W2796557543","https://openalex.org/W2798302809","https://openalex.org/W2949243165","https://openalex.org/W2951024884","https://openalex.org/W2951657858","https://openalex.org/W2989429641","https://openalex.org/W3164798345","https://openalex.org/W3165931875","https://openalex.org/W3173272573","https://openalex.org/W4211101984","https://openalex.org/W4249375262","https://openalex.org/W4299296844"],"related_works":["https://openalex.org/W2033669961","https://openalex.org/W1978931025","https://openalex.org/W1518515965","https://openalex.org/W3159291941","https://openalex.org/W2063120953","https://openalex.org/W3149724803","https://openalex.org/W2753230657","https://openalex.org/W2165637039","https://openalex.org/W2026843845","https://openalex.org/W2552368679"],"abstract_inverted_index":null,"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2016-06-24T00:00:00"}