LUT014   Click here for help

GtoPdb Ligand ID: 11568

Synonyms: LUT-014
Compound class: Synthetic organic
Comment: LUT014 is a BRAF inhibitor [1]. BRAF is a component of the signalling pathway utilised by the EGFR. Inhibiting mutant BRAF in cancer cells leads to tumour shrinkage, whereas in normal cells the mitogen-activated protein kinase (MAPK) pathway is activated and proliferation is induced. This latter paradoxical effect of BRAF inhibition is being exploited to reverse inhibition of the MAPK pathway by EGFR inhibitors which is responsible for dose-limiting skin toxicity (acneiform rash) in patients treated with EGFR-targeting anti-tumour agents such as cetuximab or panitumumab.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 113.53
Molecular weight 528.16
XLogP 5.82
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Cc1ccc2c(c1Nc1ncccc1c1ncnc3c1[nH]cn3)ccnc2Nc1cccc(c1)OC(F)(F)F
Isomeric SMILES Cc1ccc2c(c1Nc1ncccc1c1ncnc3c1[nH]cn3)ccnc2Nc1cccc(c1)OC(F)(F)F
InChI InChI=1S/C27H19F3N8O/c1-15-7-8-19-18(9-11-32-24(19)37-16-4-2-5-17(12-16)39-27(28,29)30)21(15)38-25-20(6-3-10-31-25)22-23-26(35-13-33-22)36-14-34-23/h2-14H,1H3,(H,31,38)(H,32,37)(H,33,34,35,36)
InChI Key FZPYULHBUBXPIG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-methyl-5-N-[3-(7H-purin-6-yl)pyridin-2-yl]-1-N-[3-(trifluoromethoxy)phenyl]isoquinoline-1,5-diamine
Synonyms Click here for help
LUT-014
Database Links Click here for help
CAS Registry No. 2274819-46-2 (source: PubChem)
GtoPdb PubChem SID 441604940
PubChem CID 138319775
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