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CHEBI:83620 - B 581

ChEBI IDCHEBI:83620
ChEBI NameB 581
Stars
DefinitionA dipeptide obtained from the tetrapeptide Cys-Val-Phe-Met by reduction of the amide carbonyl groups of the Cys and Val residues.
Last Modified24 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC22H38N4O3S2
Net Charge0
Average Mass470.705
Monoisotopic Mass470.23853
SMILESCSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC[C@@H](NC[C@@H](N)CS)C(C)C)C(=O)O
InChIInChI=1S/C22H38N4O3S2/c1-15(2)20(24-12-17(23)14-30)13-25-19(11-16-7-5-4-6-8-16)21(27)26-18(22(28)29)9-10-31-3/h4-8,15,17-20,24-25,30H,9-14,23H2,1-3H3,(H,26,27)(H,28,29)/t17-,18+,19+,20-/m1/s1
InChIKeyQISLMXIYRQCLIR-FUMNGEBKSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
peptidomimetic  A small protein-like chain designed to mimic a peptide.
EC 2.5.1.58 (protein farnesyltransferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group.
ChEBI Ontology
Outgoing Relation(s)
B 581 (CHEBI:83620) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
B 581 (CHEBI:83620) has role peptidomimetic (CHEBI:63175)
B 581 (CHEBI:83620) is a dipeptide (CHEBI:46761)
IUPAC Name 
N-[(2S)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylbutyl]-L-phenylalanyl-L-methionine
Manual XrefsDatabases
LSM-2081LINCS
Registry NumbersSources
Reaxys:8293687Reaxys
CAS:149759-96-6ChemIDplus
Citations