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CHEBI:156289 - decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone

ChEBI IDCHEBI:156289
ChEBI Namedecanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone
Stars
ASCII Namedecanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone
DefinitionA tetrapeptide consisting of N-decanoyl-L-arginine, L-valine, L-lysine, and L-arginine joined in sequence by peptide linkages and in which the carboxy group at the C-terminus is substituted by a chloroacetyl group. It is a furin inhibitor that has antiviral activity against Chikungunya virus, Zika virus and Japanese encephalitis virus.
Last Modified11 August 2020
SubmitterKYook
DownloadsMolfile
FormulaC34H66ClN11O5
Net Charge0
Average Mass744.427
Monoisotopic Mass743.49369
SMILESCCCCCCCCCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)CCl)C(C)C
InChIInChI=1S/C34H66ClN11O5/c1-4-5-6-7-8-9-10-18-28(48)43-25(17-14-21-42-34(39)40)31(50)46-29(23(2)3)32(51)45-26(15-11-12-19-36)30(49)44-24(27(47)22-35)16-13-20-41-33(37)38/h23-26,29H,4-22,36H2,1-3H3,(H,43,48)(H,44,49)(H,45,51)(H,46,50)(H4,37,38,41)(H4,39,40,42)/t24-,25-,26-,29-/m0/s1
InChIKeyNHBJTTGFHCHQHS-VZTVMPNDSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 3.4.21.75 (furin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of furin (EC 3.4.21.75).
antiviral agent  A substance that destroys or inhibits replication of viruses.
peptidomimetic  A small protein-like chain designed to mimic a peptide.
ChEBI Ontology
Outgoing Relation(s)
decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone (CHEBI:156289) has role antiviral agent (CHEBI:22587)
decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone (CHEBI:156289) has role EC 3.4.21.75 (furin) inhibitor (CHEBI:156297)
decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone (CHEBI:156289) has role peptidomimetic (CHEBI:63175)
decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone (CHEBI:156289) is a organochlorine compound (CHEBI:36683)
decanoyl-L-Arg-L-Val-L-Lys-L-Arg-chloromethylketone (CHEBI:156289) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
N2-decanoyl-L-arginyl-L-valyl-N-[(3S)-6-carbamimidamido-1-chloro-2-oxohexan-3-yl]-L-lysinamide
Synonyms  Source
decanoyl-Arg-Val-Lys-Arg-chloromethylketoneChEBI
N2-(1-oxodecyl)-L-arginyl-L-valyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-L-lysinamideChEBI
decanoyl-RVKR-CMKChEBI
dec-RVKR-cmkChEBI
Registry NumbersSources
CAS:150113-99-8ChEBI
Citations