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CHEBI:93771 - ICRF-193

Default Structure
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:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
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 193ChemIDplus
ICRF-193LINCS
meso-2,3-bis(2,6-dioxopiperazin-4-yl)butaneChEBI
meso-4,4'-(1,2-dimethylethylene)di-2,6-piperazinedioneChEBI
meso-4,4'-(3,2-butanediyl)-bis(2,6-piperazinedione)ChEBI
Manual XrefsDatabases
ICRF-193Wikipedia
LSM-4280LINCS
Registry NumbersSources
CAS:21416-88-6ChemIDplus
Citations