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CHEBI:10098 - Z-Phe-Phe-CHN2

ChEBI IDCHEBI:10098
ChEBI NameZ-Phe-Phe-CHN2
Stars
ASCII NameZ-Phe-Phe-CHN2
DefinitionA diazo compound that is L-phenylalanyl-L-phenylalanine in which the amino group is protected by a (benzyloxy)carbonyl group and the carboxy group is substituted by a diazoacetyl group. It is a cathepsin L inhibitor.
Last Modified18 January 2024
DownloadsMolfile
FormulaC27H26N4O4
Net Charge0
Average Mass470.529
Monoisotopic Mass470.19541
SMILES[N-]=[N+]=CC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1
InChIInChI=1S/C27H26N4O4/c28-29-18-25(32)23(16-20-10-4-1-5-11-20)30-26(33)24(17-21-12-6-2-7-13-21)31-27(34)35-19-22-14-8-3-9-15-22/h1-15,18,23-24H,16-17,19H2,(H,30,33)(H,31,34)/t23-,24-/m0/s1
InChIKeyJIFSOVRQDDYNAH-ZEQRLZLVSA-N
Roles Classification
Biological Role:
cathepsin L (EC 3.4.22.15) inhibitor  An EC 3.4.22.* (cysteine endopeptidase) inhibitor which interferes with the action of cathepsin L (EC 3.4.22.15).
ChEBI Ontology
Outgoing Relation(s)
Z-Phe-Phe-CHN2 (CHEBI:10098) has role cathepsin L (EC 3.4.22.15) inhibitor (CHEBI:70821)
Z-Phe-Phe-CHN2 (CHEBI:10098) is a L-phenylalanine derivative (CHEBI:84144)
Z-Phe-Phe-CHN2 (CHEBI:10098) is a carboxylic ester (CHEBI:33308)
Z-Phe-Phe-CHN2 (CHEBI:10098) is a diazo compound (CHEBI:39444)
Z-Phe-Phe-CHN2 (CHEBI:10098) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
Nα-[(benzyloxy)carbonyl]-N-[(2S)-4-diazo-3-oxo-1-phenylbutan-2-yl]-L-phenylalaninamide
Synonyms  Source
Z-Phe-Phe-CHN2KEGG COMPOUND
benzyloxycarbonyl-phenylalanine-phenylalanine-diazomethaneChEBI
Z-Phe-Phe-diazomethylketoneChEBI
Z-FF-DMKChEBI
Z-L-Phe-L-Phe-CHN2ChEBI
Manual XrefsDatabases
C02202KEGG COMPOUND
Registry NumbersSources
CAS:65178-14-5ChemIDplus
Citations