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CHEBI:52102 - biotin-valyl-alanyl-aspartyl-fluoromethyl ketone

ChEBI IDCHEBI:52102
ChEBI Namebiotin-valyl-alanyl-aspartyl-fluoromethyl ketone
Stars
DefinitionA cell permeable inhibitor for caspase proteases.
Last Modified12 March 2009
SubmitterSandra Orchard
DownloadsMolfile
FormulaC23H36FN5O7S
Net Charge0
Average Mass545.634
Monoisotopic Mass545.23195
SMILES[H][C@]12CS[C@@H](CCCCC(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)CF)C(C)C)[C@@]1([H])NC(=O)N2
InChIInChI=1S/C23H36FN5O7S/c1-11(2)19(22(35)25-12(3)21(34)26-13(8-18(32)33)15(30)9-24)28-17(31)7-5-4-6-16-20-14(10-37-16)27-23(36)29-20/h11-14,16,19-20H,4-10H2,1-3H3,(H,25,35)(H,26,34)(H,28,31)(H,32,33)(H2,27,29,36)/t12-,13-,14-,16-,19-,20-/m0/s1
InChIKeyNENCFBUASFVKCT-NYLVQANASA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
ChEBI Ontology
Outgoing Relation(s)
biotin-valyl-alanyl-aspartyl-fluoromethyl ketone (CHEBI:52102) has part biotinyl group (CHEBI:22885)
biotin-valyl-alanyl-aspartyl-fluoromethyl ketone (CHEBI:52102) has role protease inhibitor (CHEBI:37670)
biotin-valyl-alanyl-aspartyl-fluoromethyl ketone (CHEBI:52102) is a tripeptide (CHEBI:47923)
IUPAC Name 
N-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}-L-valyl-N-[(2S)-1-carboxy-4-fluoro-3-oxobutan-2-yl]-L-alaninamide
Synonyms  Source
b-VAD-fmkSUBMITTER
biotin-VAD-FMKChEBI
biotinyl-Val-Ala-Asp-CH2FChEBI
biotin-valyl-alanyl-aspartyl-fluoromethylketoneChEBI
biotinyl-VAD-FMKChEBI