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CHEBI:52717 - bortezomib

ChEBI IDCHEBI:52717
ChEBI Namebortezomib
Stars
DefinitionL-Phenylalaninamide substituted at the amide nitrogen by a 1-(dihydroxyboranyl)-3-methylbutyl group and at Nα by a pyrazin-2-ylcarbonyl group. It is a dipeptidyl boronic acid that reversibly inhibits the 26S proteasome.
Secondary ChEBI IDCHEBI:41143
Last Modified7 December 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H25BN4O4
Net Charge0
Average Mass384.245
Monoisotopic Mass384.19689
SMILESCC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cnccn1)B(O)O
InChIInChI=1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m0/s1
InChIKeyGXJABQQUPOEUTA-RDJZCZTQSA-N
Wikipedia
Roles Classification
Biological Roles:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
Applications:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
proteasome inhibitor  A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
bortezomib (CHEBI:52717) has functional parent boronic acid (CHEBI:38267)
bortezomib (CHEBI:52717) has role antineoplastic agent (CHEBI:35610)
bortezomib (CHEBI:52717) has role antiprotozoal drug (CHEBI:35820)
bortezomib (CHEBI:52717) has role protease inhibitor (CHEBI:37670)
bortezomib (CHEBI:52717) has role proteasome inhibitor (CHEBI:52726)
bortezomib (CHEBI:52717) is a L-phenylalanine derivative (CHEBI:84144)
bortezomib (CHEBI:52717) is a amino acid amide (CHEBI:22475)
bortezomib (CHEBI:52717) is a pyrazines (CHEBI:38314)
IUPAC Names 
N-[(1R)-1-(dihydroxyboranyl)-3-methylbutyl]-Nα-(pyrazin-2-ylcarbonyl)-L-phenylalaninamide
[(1R)-3-methyl-1-({(2S)-3-phenyl-2-[(pyrazin-2-ylcarbonyl)amino]propanoyl}amino)butyl]boronic acid
INN  Source
bortezomibChemIDplus
Synonyms  Source
N-[(1R)-1-(DIHYDROXYBORYL)-3-METHYLBUTYL]-N-(PYRAZIN-2-YLCARBONYL)-L-PHENYLALANINAMIDEPDBeChem
PS-341ChemIDplus
PS 341ChemIDplus
Brand Name  Source
VelcadeDrugBank
UniProt Name  Source
bortezomibUniProt
Manual XrefsDatabases
BO2PDBeChem
DB00188DrugBank
BortezomibWikipedia
D03150KEGG DRUG
LSM-6281LINCS
391DrugCentral
Registry NumbersSources
Reaxys:8723817Reaxys
CAS:179324-69-7ChemIDplus
Citations