{"id":17329,"npaid":"NPA017329","original_name":"Leupeptin Ac","mol_formula":"C20H38N6O4","mol_weight":"426.5620","exact_mass":"426.2955","inchikey":"GDBQQVLCIARPGH-BSOSBYQFSA-N","smiles":"CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C","cluster_id":283,"node_id":257,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C20H38N6O4/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23)/t15?,16-,17-/m0/s1","m_plus_h":"427.3028","m_plus_na":"449.2847","origin_reference":{"doi":"10.1248/cpb.17.1896","pmid":5347594,"authors":"Kondo; Kawamura; Iwanaga; Hamada; Aoyagi","title":"Isolation and characterization of leupeptins produced by Actinomycetes.","journal":"Chemical and Pharmaceutical Bulletin","year":1969,"volume":"17","issue":"9","pages":"1896-1901"},"origin_organism":{"id":4581,"type":"Bacterium","genus":"Streptomyces","species":"roseus MA839-A1","taxon":{"id":283,"name":"Streptomyces","rank":"genus","taxon_db":"lpsn","external_id":"517119","ncbi_id":1883,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":203,"name":"Actinobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":201174},{"id":204,"name":"Actinobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":275,"name":"Streptomycetales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":85011},{"id":276,"name":"Streptomycetaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":2062}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1248/cpb.17.1896","structure_smiles":"CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0002095"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000219096%3%Massbank:KO003288&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000219098%3%Massbank:KO003289&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000219100%3%Massbank:KO003290&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000219102%3%Massbank:KO003291&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000221238%3%Massbank:KO009038&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000222905%3%Massbank:PR100074&Leupeptin|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000222906%3%Massbank:PR100075&Leupeptin|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000565342%3%MoNA:2284157&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000565602%3%MoNA:2280106&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000565633%3%MoNA:2283624&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000565919%3%MoNA:2303118&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000567465%3%MoNA:2466337&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000572000%3%MoNA:2303118&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000572058%3%MoNA:2311647&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212947%3%ReSpect:PS012801&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212949%3%ReSpect:PS012802&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212951%3%ReSpect:PS012803&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212953%3%ReSpect:PS012804&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212955%3%ReSpect:PS012805&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000212957%3%ReSpect:PS012806&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000220847%3%ReSpect:PT101280&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000220849%3%ReSpect:PT101283&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000221806%3%ReSpect:PT201280&Leupeptin&hemisulfate&salt|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal&hemisulfate&salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136658%Spectral Match to Leupeptin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003137883%Spectral Match to Leupeptin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003139620%Spectral Match to Leupeptin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009950865%Suspect related to Leupeptin (predicted molecular formula: unknown) with delta m/z -42.047 (putative explanation: Deisopropylation, depropylation, dealkylation|Leu/Ile->Ala substitution|Val->Gly substitution; atomic difference: -3C,-6H|-3C,-6H|-3C,-6H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009950866%Suspect related to Leupeptin (predicted molecular formula: unknown) with delta m/z -18.011 (putative explanation: Dehydration|Pyro-glu from E|carbodiimide crosslinker; atomic difference: -2H,-1O|-2H,-1O|-2H,-1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009950867%Suspect related to Leupeptin (predicted molecular formula: C21H40N6O4) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009950868%Suspect related to Leupeptin (predicted molecular formula: C20H40N6O5) with delta m/z 18.01 (putative explanation: Proline oxidation to 5-hydroxy-2-aminovaleric acid|water; atomic difference: 2H,1O|2H,1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727956%Massbank:KO001277 Leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005728443%Massbank:KO001279 Leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005728922%Massbank:KO001278 Leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005729045%Massbank:KO001276 Leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005729879%Massbank:KO001275 Leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005742387%Massbank:PR100519 Leupeptin|Acetyl-Leu-Leu-Arg-al|N-Acetyl-L-leucyl-L-leucyl-L-argininal%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005755645%Massbank:PT101283 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-4-methylpentanamide|Ac%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005756507%Massbank:PS012803 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005756608%Massbank:PT201280 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-4-methylpentanamide|Ac%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005757465%Massbank:PS012806 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005758044%Massbank:PS012804 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005758283%Massbank:PS012801 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005758437%Massbank:PS012802 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005759106%Massbank:PT101280 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-4-methylpentanamide|Ac%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005759839%Massbank:PS012805 Leupeptin hemisulfate salt|N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt|Acetyl-Leu-Leu-Arg-al%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012111071%Suspect related to Leupeptin (predicted molecular formula SIRIUS: C20H40N6O5 / BUDDY: C25H40N4O3) with delta m/z 18.01 (putative explanation: Proline oxidation to 5-hydroxy-2-aminovaleric acid|water; atomic difference: 2H,1O|2H,1O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000219093%3%Massbank:KO003287&Leupeptin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012070148%leupeptin%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012111068%Suspect related to Leupeptin (predicted molecular formula SIRIUS: unknown / BUDDY: C23H32N2O3) with delta m/z -42.047 (putative explanation: Deisopropylation, depropylation, dealkylation|Leu/Ile->Ala substitution|Val->Gly substitution; atomic difference: -3C,-6H|-3C,-6H|-3C,-6H) [M+H+H2O]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012111069%Suspect related to Leupeptin (predicted molecular formula SIRIUS: unknown / BUDDY: C25H36N4O) with delta m/z -18.011 (putative explanation: Dehydration|Pyro-glu from E|carbodiimide crosslinker; atomic difference: -2H,-1O|-2H,-1O|-2H,-1O) [M+H+H2O]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012111070%Suspect related to Leupeptin (predicted molecular formula SIRIUS: C21H40N6O4 / BUDDY: C21H40N6O4) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H) [M+H]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0021595"}],"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":"CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)NC(CCCN=C(N)N)C=O","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=GDBQQVLCIARPGH-BSOSBYQFSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000013","name":"Amino acids, peptides, 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amides"],"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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.","substituents":["Alpha-dipeptide","Leucine or derivatives","N-acyl-alpha amino acid or derivatives","Alpha-amino acid amide","N-substituted-alpha-amino acid","Alpha-amino acid or derivatives","Fatty amide","Fatty acyl","N-acyl-amine","Acetamide","Carboxamide group","Guanidine","Secondary carboxylic acid amide","Propargyl-type 1,3-dipolar organic compound","Organic 1,3-dipolar compound","Carboximidamide","Organonitrogen compound","Hydrocarbon derivative","Aldehyde","Carbonyl group","Organic oxide","Organic oxygen compound","Organooxygen compound","Organic nitrogen compound","Aliphatic acyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004830","name":"Dipeptides","chemont_id":"CHEMONTID:0004830","description":"Organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond."},"intermediate_nodes":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000348","name":"Peptides","chemont_id":"CHEMONTID:0000348","description":"Compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another."}],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004329","name":"Leucine and derivatives","chemont_id":"CHEMONTID:0004329","description":"Compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001189","name":"N-acyl-alpha amino acids and derivatives","chemont_id":"CHEMONTID:0001189","description":"Compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002309","name":"Alpha amino acid amides","chemont_id":"CHEMONTID:0002309","description":"Amide derivatives of alpha amino acids."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001096","name":"N-acyl amines","chemont_id":"CHEMONTID:0001096","description":"Compounds containing a fatty acid moiety linked to an amine group through an ester linkage."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003922","name":"Acetamides","chemont_id":"CHEMONTID:0003922","description":"Organic compounds with the general formula RNHC(=O)CH3, where R= organyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001663","name":"Secondary carboxylic acid amides","chemont_id":"CHEMONTID:0001663","description":"Compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000375","name":"Guanidines","chemont_id":"CHEMONTID:0000375","description":"Compounds containing a guanidine moiety, with the general structure (R1R2N)(R3R4N)C=N-R5."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003633","name":"Propargyl-type 1,3-dipolar organic compounds","chemont_id":"CHEMONTID:0003633","description":"Organic 1,3-dipolar compounds with the general structure  X#N+-Z- <-> X-=N+=Z <-> X-=N-Z+ <-> X-N=Z (X = C or O, Z = C, N, or O)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003152","name":"Carboximidamides","chemont_id":"CHEMONTID:0003152","description":"Organonitrogen compounds with the general formula RN=CN(R')(R''), (R,R',R'' = H or organyl group)."},{"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/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."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000124","name":"Aldehydes","chemont_id":"CHEMONTID:0000124","description":"Organic compounds containing the aldehyde functional group."}],"molecular_framework":"Aliphatic acyclic compounds","external_descriptors":[],"predicted_chebi_terms":["leucine derivative (CHEBI:47003)","N-acyl-amino acid (CHEBI:51569)","amino acid amide (CHEBI:22475)","fatty amide (CHEBI:29348)","acetamides (CHEBI:22160)","carboxamide (CHEBI:37622)","guanidines (CHEBI:24436)","dipolar compound (CHEBI:51151)","organonitrogen compound (CHEBI:35352)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","aldehyde (CHEBI:17478)","dipeptide (CHEBI:46761)","chemical entity (CHEBI:24431)","organic acid (CHEBI:64709)","carboxylic acid (CHEBI:33575)","carbonyl compound (CHEBI:36586)","organooxygen compound (CHEBI:36963)","lipid (CHEBI:18059)","amide (CHEBI:32988)","nitrogen molecular entity (CHEBI:51143)","organic molecular entity (CHEBI:50860)","oxygen molecular entity (CHEBI:25806)","peptide (CHEBI:16670)","amino acid (CHEBI:33709)"],"classification_version":"2.1","predicted_lipidmaps_terms":["N-acyl amines (FA0802)","Fatty Acyls (FA)","Fatty amides (FA08)"]},"npclassifier":{"isglycoside":false,"class_results":["Tripeptides"],"pathway_results":["Amino acids and Peptides"],"superclass_results":["Small peptides"]}}