tovorafenib   Click here for help

GtoPdb Ligand ID: 9977

Synonyms: BIIB024 | DAY-101 | DAY101 | example 10Da [US20090036419] | MLN-2480 | MLN2480 | Ojemda® | TAK-580 | TAK580
Approved drug PDB Ligand
tovorafenib is an approved drug (FDA (2024))
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 [3]. 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. The chemical structure of TAK-580 is identical to that which was submitted to the WHO for the INN tovorafenib (proposed INN list 126, Jan 2022).
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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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2024))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
11985 tovorafenib
Synonyms Click here for help
BIIB024 | DAY-101 | DAY101 | example 10Da [US20090036419] | MLN-2480 | MLN2480 | Ojemda® | TAK-580 | 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
Search Google for chemical match using the InChIKey VWMJHAFYPMOMGF-ZCFIWIBFSA-N
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UniChem Compound Search for chemical match using the InChIKey VWMJHAFYPMOMGF-ZCFIWIBFSA-N
UniChem Connectivity Search for chemical match using the InChIKey VWMJHAFYPMOMGF-ZCFIWIBFSA-N