CHEBI:167672 - TAK-580

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name TAK-580
ChEBI ID CHEBI:167672
Definition A 1,3-thiazolecarboxamide that is 2-[(1R)-1-aminoethyl]-1,3-thiazole-5-carboxylic acid in which the carboxy group undergoes formal condensation with the amino group of 5-chloro-4-(trifluoromethyl)pyridin-2-amine and in which the amino group undergoes formal condensation with the carboxy group of 6-amino-5-chloropyrimidine-4-carboxylic acid. It is a pan-RAF kinase inhibitor which is currently in clinical development for the treatment of radiographically recurrent or progressive low-grade glioma in children and young adults.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C17H12Cl2F3N7O2S
Net Charge 0
Average Mass 506.290
Monoisotopic Mass 505.01023
InChI InChI=1S/C17H12Cl2F3N7O2S/c1-6(28-15(31)12-11(19)13(23)27-5-26-12)16-25-4-9(32-16)14(30)29-10-2-7(17(20,21)22)8(18)3-24-10/h2-6H,1H3,(H,28,31)(H2,23,26,27)(H,24,29,30)/t6-/m1/s1
InChIKey VWMJHAFYPMOMGF-ZCFIWIBFSA-N
SMILES C[C@@H](NC(=O)C1=C(Cl)C(N)=NC=N1)C1=NC=C(S1)C(=O)NC1=NC=C(Cl)C(=C1)C(F)(F)F
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
B-Raf inhibitor
A serine/threonine kinase inhibitor that specifically inhibits human mutant serine/threonine kinase (B-Raf)
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing TAK-580 (CHEBI:167672) has role antineoplastic agent (CHEBI:35610)
TAK-580 (CHEBI:167672) has role apoptosis inducer (CHEBI:68495)
TAK-580 (CHEBI:167672) has role B-Raf inhibitor (CHEBI:75047)
TAK-580 (CHEBI:167672) is a 1,3-thiazolecarboxamide (CHEBI:48890)
TAK-580 (CHEBI:167672) is a aminopyrimidine (CHEBI:38338)
TAK-580 (CHEBI:167672) is a chloropyridine (CHEBI:39173)
TAK-580 (CHEBI:167672) is a organofluorine compound (CHEBI:37143)
TAK-580 (CHEBI:167672) is a pyrimidinecarboxamide (CHEBI:48438)
TAK-580 (CHEBI:167672) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
6-amino-5-chloro-N-[(1R)-1-(5-{[5-chloro-4-(trifluoromethyl)pyridin-2-yl]carbamoyl}-1,3-thiazol-2-yl)ethyl]pyrimidine-4-carboxamide
Synonyms Sources
2-[(1R)-1-[(6-amino-5-chloropyrimidine-4-carbonyl)amino]ethyl]-N-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-1,3-thiazole-5-carboxamide IUPAC
AMG 2112819 ChemIDplus
AMG-2112819 ChEBI
AMG2112819 ChEBI
BIIB 024 ChemIDplus
BIIB-024 ChemIDplus
BIIB024 ChEBI
DAY101 SUBMITTER
MLN 2480 ChemIDplus
MLN-2480 LINCS
MLN2480 ChEBI
TAK 580 ChEBI
TAK580 ChEBI
Manual Xrefs Databases
28637796 ChemSpider
DB15266 DrugBank
LSM-45644 LINCS
QOP PDBeChem
US20090036419 Patent
View more database links
Registry Number Type Source
1096708-71-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27768280 PubMed citation Europe PMC
28082416 PubMed citation Europe PMC
30622172 PubMed citation Europe PMC
32588846 PubMed citation Europe PMC
33216827 PubMed citation SUBMITTER
PMC6012010 PubMed Central citation Europe PMC
PMC7715228 PubMed Central citation Europe PMC
PMC7715396 PubMed Central citation Europe PMC
Last Modified
16 March 2021