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CHEBI:180478 - L-778,123 (free base)

ChEBI IDCHEBI:180478
ChEBI NameL-778,123 (free base)
Stars
DefinitionA member of the class of imidazoles that is 1H-imidazole substituted by (4-cyanophenyl)methyl and [4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl groups at positions 1 and 5, respectively. It is a dual inhibitor of FPTase and GGPTase-I.
Secondary ChEBI IDCHEBI:47167
Last Modified17 September 2021
SubmitterAdnan
DownloadsMolfile
FormulaC22H20ClN5O
Net Charge0
Average Mass405.889
Monoisotopic Mass405.13564
SMILESN#Cc1ccc(Cn2cncc2CN2CCN(c3cccc(Cl)c3)C(=O)C2)cc1
InChIInChI=1S/C22H20ClN5O/c23-19-2-1-3-20(10-19)28-9-8-26(15-22(28)29)14-21-12-25-16-27(21)13-18-6-4-17(11-24)5-7-18/h1-7,10,12,16H,8-9,13-15H2
InChIKeyJNUGFGAVPBYSHF-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein geranylgeranyltransferase type I (EC 2.5.1.59).
EC 2.5.1.58 (protein farnesyltransferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
L-778,123 (free base) (CHEBI:180478) has role antineoplastic agent (CHEBI:35610)
L-778,123 (free base) (CHEBI:180478) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133)
L-778,123 (free base) (CHEBI:180478) has role EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor (CHEBI:67267)
L-778,123 (free base) (CHEBI:180478) is a imidazoles (CHEBI:24780)
L-778,123 (free base) (CHEBI:180478) is a monochlorobenzenes (CHEBI:83403)
L-778,123 (free base) (CHEBI:180478) is a nitrile (CHEBI:18379)
L-778,123 (free base) (CHEBI:180478) is a piperazinone (CHEBI:46846)
L-778,123 (free base) (CHEBI:180478) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
L-778,123 hydrochloride (CHEBI:177371) has part L-778,123 (free base) (CHEBI:180478)
IUPAC Name 
4-[(5-{[4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl}-1H-imidazol-1-yl)methyl]benzonitrile
Synonyms  Source
L-778,123 free baseChEBI
L-778123 free baseChemIDplus
Manual XrefsDatabases
187601ChemSpider
DB07227DrugBank
778PDBeChem
Registry NumbersSources
CAS:183499-57-2ChemIDplus
Citations