{"id":13123,"npaid":"NPA013123","original_name":"Pyochelin","mol_formula":"C14H16N2O3S2","mol_weight":"324.4270","exact_mass":"324.0602","inchikey":"NYBZAGXTZXPYND-GBIKHYSHSA-N","smiles":"CN1[C@@H](CS[C@@H]1[C@H]2CSC(=N2)C3=CC=CC=C3O)C(=O)O","cluster_id":3538,"node_id":2666,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13-/m1/s1","m_plus_h":"325.0675","m_plus_na":"347.0494","origin_reference":{"doi":"10.1073/pnas.78.7.4256","pmid":6794030,"authors":"Cox, Charles D; Rinehart, Kenneth L; Moore, Michael L; Cook, J Carter","title":"Pyochelin: novel structure of an iron-chelating growth promoter for Pseudomonas aeruginosa","journal":"Proceedings of the National Academy of Sciences of the United States of America","year":1981,"volume":"78","issue":"7","pages":"4256-4260"},"origin_organism":{"id":326,"type":"Bacterium","genus":"Pseudomonas","species":"aeruginosa","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":"10.1073/pnas.78.7.4256","structure_smiles":"CN1[C@@H](CS[C@@H]1[C@H]2CSC(=N2)C3=CC=CC=C3O)C(=O)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000412"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005724305%Pyochelin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980789%Suspect related to Pyochelin (predicted molecular formula: unknown) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980791%Suspect related to Pyochelin (predicted molecular formula: unknown) with delta m/z -14.999 (putative explanation: Glu->Asn substitution; atomic difference: -1C,-1H,1N,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980795%Suspect related to Pyochelin (predicted molecular formula: unknown) with delta m/z 15.976 (putative explanation: Ser->Cys substitution|thiocarboxylic acid|sodium to potassium adduct|lithium to sodium adduct; atomic difference: -1O,1S|-1O,1S|none_adduct|none_adduct)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009980797%Suspect related to Pyochelin (predicted molecular formula: unknown) with delta m/z 162.053 (putative explanation: Glucuronidation|Hexose; atomic difference: 6C,10H,5O|6C,10H,5O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140992%Suspect related to Pyochelin (predicted molecular formula SIRIUS: unknown / BUDDY: C14H16N2O2S2) with delta m/z -15.995 (putative explanation: Ser->Ala substitution|Tyr->Phe substitution|reduction; atomic difference: -1O|-1O|-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140994%Suspect related to Pyochelin (predicted molecular formula SIRIUS: unknown / BUDDY: C13H15N3O2S2) with delta m/z -14.999 (putative explanation: Glu->Asn substitution; atomic difference: -1C,-1H,1N,-1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012140998%Suspect related to Pyochelin (predicted molecular formula SIRIUS: unknown / BUDDY: C13H12N2O7S) with delta m/z 15.976 (putative explanation: Ser->Cys substitution|thiocarboxylic acid|sodium to potassium adduct|lithium to sodium adduct; atomic difference: -1O,1S|-1O,1S|none_adduct|none_adduct) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012141000%Suspect related to Pyochelin (predicted molecular formula SIRIUS: unknown / BUDDY: C20H26N2O8S2) with delta m/z 162.053 (putative explanation: Glucuronidation|Hexose; atomic difference: 6C,10H,5O|6C,10H,5O) [M+H]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0021951"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000265","name":"Carboxylic acids and derivatives","chemont_id":"CHEMONTID:0000265","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH or a derivative thereof."},"smiles":"CN1[C@H](SC[C@H]1C(O)=O)[C@H]1CSC(=N1)c1ccccc1O","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=NYBZAGXTZXPYND-GBIKHYSHSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000013","name":"Amino acids, peptides, and analogues","chemont_id":"CHEMONTID:0000013","description":"Organic compounds containing an amino acid or a peptide backbone, or derivatives thereof."},"ancestors":["1-hydroxy-2-unsubstituted benzenoids","1-hydroxy-4-unsubstituted benzenoids","Alpha amino acids","Alpha amino acids and derivatives","Amino acids and derivatives","Amino acids, peptides, and analogues","Azacyclic compounds","Azolidines","Azolines","Benzene and substituted derivatives","Benzenoids","Carbonyl compounds","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Dialkylthioethers","Hydrocarbon derivatives","Imidothioesters","Imidothiolactones","L-alpha-amino acids","Monocarboxylic acids and derivatives","Organic 1,3-dipolar compounds","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Organosulfur compounds","Phenols","Propargyl-type 1,3-dipolar organic compounds","Thiazolidines","Thiazolines","Thioethers","Thiohemiaminal derivatives"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000264","name":"Organic acids and derivatives","chemont_id":"CHEMONTID:0000264","description":"Compounds an organic acid or a derivative thereof."},"description":"This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.","substituents":["L-alpha-amino acid","1-hydroxy-4-unsubstituted benzenoid","1-hydroxy-2-unsubstituted benzenoid","Phenol","Monocyclic benzene moiety","Benzenoid","Imidothiolactone","Thiazolidine","Meta-thiazoline","Carboxylic acid","Monocarboxylic acid or derivatives","Thioether","Hemithioaminal","Propargyl-type 1,3-dipolar organic compound","Organic 1,3-dipolar compound","Dialkylthioether","Azacycle","Organoheterocyclic compound","Organic oxide","Carbonyl group","Hydrocarbon derivative","Organic nitrogen compound","Organonitrogen compound","Organooxygen compound","Organic oxygen compound","Organopnictogen compound","Aromatic heteromonocyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004146","name":"L-alpha-amino acids","chemont_id":"CHEMONTID:0004146","description":"Alpha amino acids which have the L-configuration of the alpha-carbon atom."},"intermediate_nodes":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000347","name":"Amino acids and derivatives","chemont_id":"CHEMONTID:0000347","description":"Organic compounds containing an amine group, a carboxylic acid group (or a derivative thereof), and a side-chain that is specific to each amino acid."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000060","name":"Alpha amino acids and derivatives","chemont_id":"CHEMONTID:0000060","description":"Amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002404","name":"Alpha amino acids","chemont_id":"CHEMONTID:0002404","description":"Amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)."}],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004646","name":"1-hydroxy-2-unsubstituted benzenoids","chemont_id":"CHEMONTID:0004646","description":"Phenols that a unsubstituted at the 2-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004647","name":"1-hydroxy-4-unsubstituted benzenoids","chemont_id":"CHEMONTID:0004647","description":"Phenols that are unsubstituted at the 4-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003885","name":"Imidothiolactones","chemont_id":"CHEMONTID:0003885","description":"Analogs of imidolactones where the oxygen atom is replaced by a sulfur atom. They have the general structure RC(=N)SR' where the central carbon atom is part of a ring. 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They contain at least one carbon atom and heteroatom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000278","name":"Organonitrogen compounds","chemont_id":"CHEMONTID:0000278","description":"Organic compounds containing a nitrogen atom."},{"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."}],"molecular_framework":"Aromatic heteromonocyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:67183","annotations":["pyochelin"]}],"predicted_chebi_terms":["phenols (CHEBI:33853)","heterocyclic compound (CHEBI:5686)","organonitrogen compound (CHEBI:35352)","organosulfur compound (CHEBI:33261)","benzenes (CHEBI:22712)","thiazoles (CHEBI:48901)","thiazolidines (CHEBI:35622)","dipolar compound (CHEBI:51151)","organonitrogen heterocyclic compound (CHEBI:38101)","carbonyl compound (CHEBI:36586)","aliphatic sulfide (CHEBI:22327)","carboxylic acid (CHEBI:33575)","carboxylic acid anion (CHEBI:29067)","organic molecule (CHEBI:72695)","organic oxide (CHEBI:25701)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","L-alpha-amino acid (CHEBI:15705)","chemical entity (CHEBI:24431)","benzenoid aromatic compound (CHEBI:33836)","organic heterocyclic compound (CHEBI:24532)","organooxygen compound (CHEBI:36963)","organic sulfide (CHEBI:16385)","oxygen molecular entity (CHEBI:25806)","nitrogen molecular entity (CHEBI:51143)","amino acid (CHEBI:33709)","peptide (CHEBI:16670)","alpha-amino acid (CHEBI:33704)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":[],"pathway_results":[],"superclass_results":[]}}