CHEBI:83620 - B 581

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ChEBI Name B 581
ChEBI ID CHEBI:83620
Definition A dipeptide obtained from the tetrapeptide Cys-Val-Phe-Met by reduction of the amide carbonyl groups of the Cys and Val residues.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H38N4O3S2
Net Charge 0
Average Mass 470.69200
Monoisotopic Mass 470.23853
InChI InChI=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
InChIKey QISLMXIYRQCLIR-FUMNGEBKSA-N
SMILES CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC[C@@H](NC[C@@H](N)CS)C(C)C)C(O)=O
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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
LSM-2081 LINCS
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Registry Numbers Types Sources
149759-96-6 CAS Registry Number ChemIDplus
8293687 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15740898 PubMed citation Europe PMC
Last Modified
24 February 2016