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CHEBI:91210 - WLL-vs

Default Structure
ChEBI IDCHEBI:91210
ChEBI NameWLL-vs
Stars
DefinitionA dipeptide that is L-tryptophyl-L-leucinamide in which the N-terminal amino group has been converted to the corresponding (morpholin-4-yl)acetamide and in which one of the hydrogens attached to the nitrogen of the C-terminal amide has been replaced by a (1E)-5-methyl-1-(methylsulfonyl)hex-1-en-3-yl group. It is a selective proteasome inhibitor.
Last Modified19 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC31H47N5O6S
Net Charge0
Average Mass617.813
Monoisotopic Mass617.32471
SMILESCC(C)C[C@@H](/C=C/S(C)(=O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1cnc2ccccc12)NC(=O)CN1CCOCC1
InChIInChI=1S/C31H47N5O6S/c1-21(2)16-24(10-15-43(5,40)41)33-30(38)27(17-22(3)4)35-31(39)28(34-29(37)20-36-11-13-42-14-12-36)18-23-19-32-26-9-7-6-8-25(23)26/h6-10,15,19,21-22,24,27-28,32H,11-14,16-18,20H2,1-5H3,(H,33,38)(H,34,37)(H,35,39)/b15-10+/t24-,27+,28+/m1/s1
InChIKeyDKBAFRHAWTVKAD-ODGLJRBPSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Applications:
proteasome inhibitor  A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
WLL-vs (CHEBI:91210) has functional parent Trp-Leu (CHEBI:74871)
WLL-vs (CHEBI:91210) has role antimalarial (CHEBI:38068)
WLL-vs (CHEBI:91210) has role proteasome inhibitor (CHEBI:52726)
WLL-vs (CHEBI:91210) is a dipeptide (CHEBI:46761)
WLL-vs (CHEBI:91210) is a indoles (CHEBI:24828)
WLL-vs (CHEBI:91210) is a morpholines (CHEBI:38785)
WLL-vs (CHEBI:91210) is a sulfone (CHEBI:35850)
IUPAC Name 
N-(morpholin-4-ylacetyl)-L-tryptophyl-N-[(1E,3S)-5-methyl-1-(methylsulfonyl)hex-1-en-3-yl]-L-leucinamide
Citations