TAK-580   Click here for help

GtoPdb Ligand ID: 9977

Synonyms: BIIB024 | example 10Da [US20090036419] | MLN-2480 | MLN2480 | TAK580
PDB Ligand
Compound class: Synthetic organic
Comment: TAK-580 (MLN2480) is an investigational pan-RAF kinase inhibitor that was developed for anti-tumour potential against solid tumours, including gliomas, and common adult RAF mutant tumours (harbouring BRAF and CRAF fusions and mutations) that metastasise to the brain. It has been optimised for CNS penetration [2]. The chemical structure is claimed as example 10Da in patent US20090036419A1 [1]. Day One Biopharmaceuticals licensed this inhibitor from Sunesis Pharma in 2019, at which point it was re-named DAY101.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 164.02
Molecular weight 505.01
XLogP 1.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(c1ncc(s1)C(=O)Nc1ncc(c(c1)C(F)(F)F)Cl)NC(=O)c1ncnc(c1Cl)N
Isomeric SMILES C[C@H](c1ncc(s1)C(=O)Nc1ncc(c(c1)C(F)(F)F)Cl)NC(=O)c1ncnc(c1Cl)N
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
InChI Key VWMJHAFYPMOMGF-ZCFIWIBFSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(R)-2-(1-(6-amino-5-chloropyrimidine-4-carboxamido)ethyl)-N-(5-chloro-4-(trifluoromethyl)pyridin-2-yl)thiazole-5-carboxamide
Synonyms Click here for help
BIIB024 | example 10Da [US20090036419] | MLN-2480 | MLN2480 | TAK580
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9657539
Reactome Reaction Reactome logo R-HSA-9653108
Other databases
CAS Registry No. 1096708-71-2 (source: PubChem)
ChEMBL Ligand CHEMBL3348923
GtoPdb PubChem SID 374883864
PubChem CID 25161177
RCSB PDB Ligand QOP
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