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CHEBI:93771 - ICRF-193

ChEBI IDCHEBI:93771
ChEBI NameICRF-193
Stars
DefinitionAn N-alkylpiperazine that is butane which is substituted by a 3,5-dioxopiperazin-1-yl group at positions 2 and 3. The meso isomer.
Last Modified29 January 2019
DownloadsMolfile
FormulaC12H18N4O4
Net Charge0
Average Mass282.300
Monoisotopic Mass282.13281
SMILESC[C@H]([C@H](C)N1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1
InChIInChI=1S/C12H18N4O4/c1-7(15-3-9(17)13-10(18)4-15)8(2)16-5-11(19)14-12(20)6-16/h7-8H,3-6H2,1-2H3,(H,13,17,18)(H,14,19,20)/t7-,8+
InChIKeyOBYGAPWKTPDTAS-OCAPTIKFSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
ICRF-193 (CHEBI:93771) has role antineoplastic agent (CHEBI:35610)
ICRF-193 (CHEBI:93771) has role apoptosis inducer (CHEBI:68495)
ICRF-193 (CHEBI:93771) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
ICRF-193 (CHEBI:93771) is a N-alkylpiperazine (CHEBI:46845)
IUPAC Name 
4,4'-(2R,3S)-butane-2,3-diyldipiperazine-2,6-dione
Synonyms  Source
ICRF-193LINCS
meso-4,4'-(3,2-butanediyl)-bis(2,6-piperazinedione)ChEBI
ICRF 193ChemIDplus
meso-4,4'-(1,2-dimethylethylene)di-2,6-piperazinedioneChEBI
meso-2,3-bis(2,6-dioxopiperazin-4-yl)butaneChEBI
Manual XrefsDatabases
LSM-4280LINCS
ICRF-193Wikipedia
Registry NumbersSources
CAS:21416-88-6ChemIDplus
Citations