CHEBI:747352 - oprozomib

ChEBI IDCHEBI:747352
ChEBI Nameoprozomib
Stars
DefinitionA tripeptide analog of carfilzomib that is O-methyl-L-seryl-O-methyl-L-seryl-L-phenylalanine in which the N-terminus is substituted by a (2-methyl-1,3-thiazol-5-yl)carbonyl group and the C-terminus is substituted by a (2R)-2-methyloxiran-2-yl group. It is an irreversible, orally administered proteasome inhibitor currently being investigated for the treatment of multiple myeloma and Waldenström macroglobulinemia.
Last Modified2 April 2026
DownloadsMolfile
FormulaC25H32N4O7S
Net Charge0
Average Mass532.619
Monoisotopic Mass532.19917
SMILESCOC[C@H](NC(=O)c1cnc(C)s1)C(=O)N[C@@H](COC)C(=O)N[C@@H](Cc1ccccc1)C(=O)[C@@]1(C)CO1
InChIInChI=1S/C25H32N4O7S/c1-15-26-11-20(37-15)24(33)29-19(13-35-4)23(32)28-18(12-34-3)22(31)27-17(21(30)25(2)14-36-25)10-16-8-6-5-7-9-16/h5-9,11,17-19H,10,12-14H2,1-4H3,(H,27,31)(H,28,32)(H,29,33)/t17-,18-,19-,25+/m0/s1
InChIKeySWZXEVABPLUDIO-WSZYKNRRSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
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.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
oprozomib (CHEBI:747352) has functional parent O-methylserine (CHEBI:74798)
oprozomib (CHEBI:747352) has functional parent L-phenylalanine (CHEBI:17295)
oprozomib (CHEBI:747352) has role angiogenesis inhibitor (CHEBI:48422)
oprozomib (CHEBI:747352) has role antineoplastic agent (CHEBI:35610)
oprozomib (CHEBI:747352) has role apoptosis inducer (CHEBI:68495)
oprozomib (CHEBI:747352) has role proteasome inhibitor (CHEBI:52726)
oprozomib (CHEBI:747352) is a 1,3-thiazolecarboxamide (CHEBI:48890)
oprozomib (CHEBI:747352) is a diether (CHEBI:46786)
oprozomib (CHEBI:747352) is a epoxide (CHEBI:32955)
oprozomib (CHEBI:747352) is a ether (CHEBI:25698)
oprozomib (CHEBI:747352) is a secondary carboxamide (CHEBI:140325)
oprozomib (CHEBI:747352) is a tripeptide (CHEBI:47923)
IUPAC Name 
4,5-anhydro-1,2-dideoxy-4-methyl-2-({O-methyl-N-[(2-methyl-1,3-thiazol-5-yl)carbonyl]-L-seryl-O-methyl-L-seryl}amino)-1-phenyl-D-erythro-pent-3-ulose
INNs  Source
oprozomibWHO MedNet
oprozomibWHO MedNet
oprozomibWHO MedNet
oprozomibumWHO MedNet
Synonyms  Source
O-methyl-N-[(2-methyl-5-thiazolyl)carbonyl]-L-seryl-O-methyl-N-[(1S)-2-[(2R)-2-methyl-2-oxiranyl]-2-oxo-1-(phenylmethyl)ethyl]-L-serinamideCAS
ONO-7058ChEBI
ONX-012ChEBI
ONX 0912DrugBank
ONX-0912DrugBank
ONX0912ChEBI
Manual XrefsDatabases
28528375ChemSpider
DB11991DrugBank
OprozomibWikipedia
Registry NumbersSources
CAS:935888-69-0CAS
Citations