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CHEBI:177413 - plinabulin

ChEBI IDCHEBI:177413
ChEBI Nameplinabulin
Stars
DefinitionA member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by benzylidene and (5-tert-butyl-1H-imidazol-4-yl)methylidene groups at positions 3 and 6, respectively. It is a vascular disrupting agent and a microtubule destabalising agent which was in clinical trials (now discontinued) for the treatment of non-small cell lung cancer.
Last Modified8 June 2022
SubmitterMetaboLights
DownloadsMolfile
FormulaC19H20N4O2
Net Charge0
Average Mass336.395
Monoisotopic Mass336.15863
SMILESCC(C)(C)c1ncnc1/C=c1\nc(=O)/c(=C/c2ccccc2)nc1=O
InChIInChI=1S/C19H20N4O2/c1-19(2,3)16-13(20-11-21-16)10-15-18(25)22-14(17(24)23-15)9-12-7-5-4-6-8-12/h4-11H,1-3H3,(H,20,21)(H,22,25)(H,23,24)/b14-9-,15-10-
InChIKeyUNRCMCRRFYFGFX-TYPNBTCFSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Sus scrofa (ncbitaxon:9823) sausage (ENVO:00002166) MetaboLights (MTBLS2871)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
microtubule-destabilising agent  Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
plinabulin (CHEBI:177413) has role angiogenesis inhibitor (CHEBI:48422)
plinabulin (CHEBI:177413) has role antineoplastic agent (CHEBI:35610)
plinabulin (CHEBI:177413) has role apoptosis inducer (CHEBI:68495)
plinabulin (CHEBI:177413) has role microtubule-destabilising agent (CHEBI:61951)
plinabulin (CHEBI:177413) is a 2,5-diketopiperazines (CHEBI:65061)
plinabulin (CHEBI:177413) is a benzenes (CHEBI:22712)
plinabulin (CHEBI:177413) is a imidazoles (CHEBI:24780)
plinabulin (CHEBI:177413) is a olefinic compound (CHEBI:78840)
IUPAC Name 
(3Z,6Z)-3-benzylidene-6-[(5-tert-butyl-1H-imidazol-4-yl)methylidene]piperazine-2,5-dione
INNs  Source
plinabulinWHO MedNet
plinabulinaWHO MedNet
plinabulinumWHO MedNet
plinabulineWHO MedNet
Synonyms  Source
NPI-2358ChemIDplus
NPI 2358ChemIDplus
NPI2358ChEBI
BPI-2358ChEBI
BPI 2358ChEBI
Manual XrefsDatabases
DB05992DrugBank
D09655KEGG DRUG
LSM-43250LINCS
8125252ChemSpider
PN6PDBeChem
PlinabulinWikipedia
Registry NumbersSources
CAS:714272-27-2ChemIDplus
Citations