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

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

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ChEBI ID	CHEBI:137045
ChEBI Name	Z-Val-Ala-Asp(OMe)-CH₂F
Stars
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Definition	A tripeptide consisting of Z-Val-Ala-Asp(OMe) in which the C-terminal OH group has been replaced by a fluoromethyl group.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.
Last Modified	29 June 2017
Submitter	sabrina, zfin
Downloads	Molfile

Formula	C22H30FN3O7
Net Charge	0
Average Mass	467.494
Monoisotopic Mass	467.20678
SMILES	COC(=O)C[C@H](NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C(=O)CF
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

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	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.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
pan-caspase inhibitor	SUBMITTER
Z-Val-Ala-Asp(OMe)-FMK	ChEBI
Z-Val-Ala-Asp(OMe)-fluoromethyl ketone	ChEBI
Z-VAD(OMe)-FMK	ChEBI
Z-VAD-FMK	ChEBI
Z-L-Val-L-Ala-L-Asp(OMe)-CH₂F	ChEBI

Registry Numbers	Sources
Reaxys:8170381	Reaxys
CAS:187389-52-2	SUBMITTER

Citations