CHEBI:137045 - Z-Val-Ala-Asp(OMe)-CH2F

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Z-Val-Ala-Asp(OMe)-CH2F
ChEBI ID CHEBI:137045
ChEBI ASCII Name Z-Val-Ala-Asp(OMe)-CH2F
Definition A tripeptide consisting of Z-Val-Ala-Asp(OMe) in which the C-terminal OH group has been replaced by a fluoromethyl group. An irreversible pan-caspase inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
Download Molfile XML SDF
Formula C22H30FN3O7
Net Charge 0
Average Mass 467.489
Monoisotopic Mass 467.20678
InChI InChI=1S/C22H30FN3O7/c1-13(2)19(26-22(31)33-12-15-8-6-5-7-9-15)21(30)24-14(3)20(29)25-16(17(27)11-23)10-18(28)32-4/h5-9,13-14,16,19H,10-12H2,1-4H3,(H,24,30)(H,25,29)(H,26,31)/t14-,16-,19-/m0/s1
InChIKey MIFGOLAMNLSLGH-QOKNQOGYSA-N
SMILES C(=O)([C@@H](NC(=O)OCC=1C=CC=CC1)C(C)C)N[C@H](C(=O)N[C@H](C(=O)CF)CC(=O)OC)C
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).
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Z-Val-Ala-Asp(OMe)-CH2F (CHEBI:137045) has role apoptosis inhibitor (CHEBI:68494)
Z-Val-Ala-Asp(OMe)-CH2F (CHEBI:137045) has role protease inhibitor (CHEBI:37670)
Z-Val-Ala-Asp(OMe)-CH2F (CHEBI:137045) is a carbamate ester (CHEBI:23003)
Z-Val-Ala-Asp(OMe)-CH2F (CHEBI:137045) is a organofluorine compound (CHEBI:37143)
Z-Val-Ala-Asp(OMe)-CH2F (CHEBI:137045) is a tripeptide (CHEBI:47923)
IUPAC Name
N-[(benzyloxy)carbonyl]-L-valyl-N-[(3S)-5-fluoro-1-methoxy-1,4-dioxopentan-3-yl]-L-alaninamide
Synonyms Sources
pan-caspase inhibitor SUBMITTER
Z-L-Val-L-Ala-L-Asp(OMe)-CH2F ChEBI
Z-VAD(OMe)-FMK ChEBI
Z-VAD-FMK ChEBI
Z-Val-Ala-Asp(OMe)-fluoromethyl ketone ChEBI
Z-Val-Ala-Asp(OMe)-FMK ChEBI
Registry Numbers Types Sources
187389-52-2 CAS Registry Number SUBMITTER
8170381 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
27889601 PubMed citation Europe PMC
28235426 PubMed citation Europe PMC
28350112 PubMed citation Europe PMC
28627168 PubMed citation Europe PMC
Last Modified
29 June 2017