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CHEBI:90683 - talmapimod

ChEBI IDCHEBI:90683
ChEBI Nametalmapimod
Stars
DefinitionAn indolecarboxamide obtained by formal condensation of the carboxy group of 6-chloro-3-[(dimethylamino)(oxo)acetyl]-1-methylindole-5-carboxylic acid with the secondary amino group of (2S,5R)-1-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine. It is a potent inhibitor of MAPK and exhibits anti-cancer properties.
Last Modified5 January 2016
Submittermziehm
DownloadsMolfile
FormulaC27H30ClFN4O3
Net Charge0
Average Mass513.013
Monoisotopic Mass512.19905
SMILESC[C@@H]1CN(Cc2ccc(F)cc2)[C@@H](C)CN1C(=O)c1cc2c(C(=O)C(=O)N(C)C)cn(C)c2cc1Cl
InChIInChI=1S/C27H30ClFN4O3/c1-16-13-33(17(2)12-32(16)14-18-6-8-19(29)9-7-18)26(35)21-10-20-22(25(34)27(36)30(3)4)15-31(5)24(20)11-23(21)28/h6-11,15-17H,12-14H2,1-5H3/t16-,17+/m0/s1
InChIKeyZMELOYOKMZBMRB-DLBZAZTESA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24).
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)
talmapimod (CHEBI:90683) has role antineoplastic agent (CHEBI:35610)
talmapimod (CHEBI:90683) has role apoptosis inducer (CHEBI:68495)
talmapimod (CHEBI:90683) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
talmapimod (CHEBI:90683) is a N-acylpiperazine (CHEBI:46844)
talmapimod (CHEBI:90683) is a N-alkylpiperazine (CHEBI:46845)
talmapimod (CHEBI:90683) is a aromatic amide (CHEBI:62733)
talmapimod (CHEBI:90683) is a aromatic ketone (CHEBI:76224)
talmapimod (CHEBI:90683) is a chloroindole (CHEBI:52508)
talmapimod (CHEBI:90683) is a dicarboxylic acid diamide (CHEBI:35779)
talmapimod (CHEBI:90683) is a indolecarboxamide (CHEBI:46921)
talmapimod (CHEBI:90683) is a monofluorobenzenes (CHEBI:83575)
IUPAC Name 
2-(6-chloro-5-{(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl}-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
INN  Source
talmapimodKEGG DRUG
Synonyms  Source
SCIO-469ChemIDplus
SCIO 469ChemIDplus
SCIO469ChEBI
Scios 469ChemIDplus
Manual XrefsDatabases
469PDBeChem
D09386KEGG DRUG
Registry NumbersSources
Reaxys:11328447Reaxys
CAS:309913-83-5KEGG DRUG
CAS:309913-83-5ChemIDplus
Citations