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

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ChEBI Name biotin-valyl-alanyl-aspartyl-fluoromethyl ketone
ChEBI ID CHEBI:52102
Definition A cell permeable inhibitor for caspase proteases.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sandra Orchard
Supplier Information
Download Molfile XML SDF
Formula C23H36FN5O7S
Net Charge 0
Average Mass 545.62500
Monoisotopic Mass 545.23195
InChI InChI=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
InChIKey NENCFBUASFVKCT-NYLVQANASA-N
SMILES [H][C@]12CS[C@@H](CCCCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)CF)[C@@]1([H])NC(=O)N2
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): protease inhibitor
A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
b-VAD-fmk SUBMITTER
biotin-VAD-FMK ChEBI
biotin-valyl-alanyl-aspartyl-fluoromethylketone ChEBI
biotinyl-VAD-FMK ChEBI
biotinyl-Val-Ala-Asp-CH2F ChEBI
Last Modified
12 March 2009