{"id":15811,"npaid":"NPA015811","original_name":"Thioguanine","mol_formula":"C5H5N5S","mol_weight":"167.1970","exact_mass":"167.0266","inchikey":"WYWHKKSPHMUBEB-UHFFFAOYSA-N","smiles":"C1=NC2=C(N1)C(=S)N=C(N2)N","cluster_id":5474,"node_id":3894,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)","m_plus_h":"168.0339","m_plus_na":"190.0158","origin_reference":{"doi":"10.7164/antibiotics.24.328","pmid":4931964,"authors":"Scannel, J P; Pruess, D L; Kellett, M; Demny, T C; Stempel, A","title":"Antimetabolites produced by microorganisms. 3. 2-aminopurine-6-thiol (thioguanine)","journal":"Journal of Antibiotics","year":1971,"volume":"24","issue":"5","pages":"328-329"},"origin_organism":{"id":164,"type":"Bacterium","genus":"Pseudomonas","species":"sp.","taxon":{"id":86,"name":"Pseudomonas","rank":"genus","taxon_db":"lpsn","external_id":"517405","ncbi_id":286,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":2,"name":"Proteobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":1224},{"id":79,"name":"Gammaproteobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":1236},{"id":80,"name":"Pseudomonadales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":72274},{"id":84,"name":"Pseudomonadaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":135621}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.7164/antibiotics.24.328","structure_smiles":"C1=NC2=C(N1)C(=S)N=C(N2)N","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00005766344%Massbank:LU064006 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000005163%Thioguanine%3!CCMSLIB00000005164%Thioguanine%3!CCMSLIB00000005165%Thioguanine%3!CCMSLIB00000005166%Thioguanine%3!CCMSLIB00000005167%Thioguanine%3!CCMSLIB00000005168%Thioguanine%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003137482%Spectral Match to Thioguanine from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005760463%Massbank:LU064052 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005761615%Massbank:LU064054 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005762263%Massbank:LU064002 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005762291%Massbank:LU064003 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005762510%Massbank:LU064051 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005763019%Massbank:LU064056 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005764367%Massbank:LU064004 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005765272%Massbank:LU064055 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005765614%Massbank:LU064053 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005765858%Massbank:LU064005 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005766016%Massbank:LU064001 6-Thioguanine|2-amino-7H-purine-6-thiol%3"},{"external_db_name":"npmrd","external_db_code":"NP0021502"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001797","name":"Imidazopyrimidines","chemont_id":"CHEMONTID:0001797","description":"Organic polycyclic compounds containing an imidazole ring fused to a pyrimidine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions."},"smiles":"NC1=NC(=S)C2=C(N1)N=CN2","kingdom":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000000","name":"Organic compounds","chemont_id":"CHEMONTID:0000000","description":"Compounds that contain at least one carbon atom, excluding isocyanide/cyanide and their non-hydrocarbyl derivatives, thiophosgene, carbon diselenide, carbon monosulfide, carbon disulfide, carbon subsulfide, carbon monoxide, carbon dioxide, Carbon suboxide, and dicarbon monoxide."},"inchikey":"InChIKey=WYWHKKSPHMUBEB-UHFFFAOYSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000245","name":"Purines and purine derivatives","chemont_id":"CHEMONTID:0000245","description":"Aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring."},"ancestors":["Amines","Aminopyrimidines and derivatives","Azacyclic compounds","Azoles","Chemical entities","Diazines","Heteroaromatic compounds","Hydrocarbon derivatives","Imidazoles","Imidazopyrimidines","Organic compounds","Organic nitrogen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organopnictogen compounds","Organosulfur compounds","Primary amines","Purines and purine derivatives","Purinethiones","Pyrimidines and pyrimidine derivatives","Pyrimidinethiones"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000002","name":"Organoheterocyclic compounds","chemont_id":"CHEMONTID:0000002","description":"Compounds containing a ring with least one carbon atom and one non-carbon atom."},"description":"This compound belongs to the class of organic compounds known as purinethiones. These are purines in which the purine moiety bears a thioketone.","substituents":["Purinethione","Aminopyrimidine","Pyrimidinethione","Pyrimidine","Azole","Imidazole","Heteroaromatic compound","Azacycle","Organopnictogen compound","Primary amine","Organosulfur compound","Organonitrogen compound","Organic nitrogen compound","Amine","Hydrocarbon derivative","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001998","name":"Purinethiones","chemont_id":"CHEMONTID:0001998","description":"Purines in which the purine moiety bears a thioketone."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001921","name":"Pyrimidinethiones","chemont_id":"CHEMONTID:0001921","description":"Compounds containing a pyrimidine ring that bears a thioketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001262","name":"Aminopyrimidines and derivatives","chemont_id":"CHEMONTID:0001262","description":"Organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000078","name":"Imidazoles","chemont_id":"CHEMONTID:0000078","description":"Compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004144","name":"Heteroaromatic compounds","chemont_id":"CHEMONTID:0004144","description":"Compounds containing an aromatic ring where a carbon atom is linked to an hetero atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004139","name":"Azacyclic compounds","chemont_id":"CHEMONTID:0004139","description":"Organic compounds containing an heterocycle with at least one nitrogen atom and one carbon atom linked to each other."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002450","name":"Primary amines","chemont_id":"CHEMONTID:0002450","description":"Amines having the nitrogen atom linked to exactly one hydrocarbyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000004","name":"Organosulfur compounds","chemont_id":"CHEMONTID:0000004","description":"Organic compounds containing a carbon-sulfur bond."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004557","name":"Organopnictogen compounds","chemont_id":"CHEMONTID:0004557","description":"Compounds containing a bond between carbon a pnictogen atom. Pnictogens are p-block element atoms that are in the group 15 of the periodic table."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004150","name":"Hydrocarbon derivatives","chemont_id":"CHEMONTID:0004150","description":"Derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:9555","annotations":["2-aminopurines"]}],"predicted_chebi_terms":["pyrimidinethione (CHEBI:48546)","aminopyrimidine (CHEBI:38338)","imidazoles (CHEBI:24780)","organic aromatic compound (CHEBI:33659)","organonitrogen heterocyclic compound (CHEBI:38101)","primary amine (CHEBI:32877)","organosulfur compound (CHEBI:33261)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organic molecule (CHEBI:72695)","purines (CHEBI:26401)","thiocarbonyl compound (CHEBI:50492)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","diazines (CHEBI:38313)","pyrimidines (CHEBI:39447)","azole (CHEBI:68452)","nitrogen molecular entity (CHEBI:51143)","organonitrogen compound (CHEBI:35352)","amine (CHEBI:32952)","imidazopyrimidine (CHEBI:35875)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":["Imidazole alkaloids","Purine alkaloids"],"pathway_results":["Alkaloids"],"superclass_results":["Histidine alkaloids","Pseudoalkaloids (transamidation)"]}}