PLX8394   Click here for help

GtoPdb Ligand ID: 9131

Synonyms: PLX 8394 | PLX-8394
Compound class: Synthetic organic
Comment: PLX8394 is an investigational orally available, next-generation small molecule RAF inhibitor [2]. It has potential antineoplastic activity. Structurally, PLX8394 is similar to the first-generation BRAF inhibitor vemurafenib. PLX8394 inhibits wild-type and mutated forms of BRAF. PLX8394 and compounds like it have been termed 'paradox breakers' as they are designed to inhibit mutant BRAF kinase activity without activating the MAPK pathway in cells bearing upstream activation, as many of the original BRAF inhibitors are prone to do. PLX8394 is one of the compounds claimed in patent WO2014194127 [1], although as the images are unavailable or redacted it is impossible to precisely identify the structure in the patent documentation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 129.32
Molecular weight 542.13
XLogP 3.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES FC1CCN(C1)S(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1cnc(nc1)C1CC1)F
Isomeric SMILES F[C@@H]1CCN(C1)S(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1cnc(nc1)C1CC1)F
InChI InChI=1S/C25H21F3N6O3S/c26-16-5-6-34(12-16)38(36,37)33-20-4-3-19(27)21(22(20)28)23(35)18-11-32-25-17(18)7-14(8-31-25)15-9-29-24(30-10-15)13-1-2-13/h3-4,7-11,13,16,33H,1-2,5-6,12H2,(H,31,32)/t16-/m1/s1
InChI Key YYACLQUDUDXAPA-MRXNPFEDSA-N
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Molecular structure representations generated using Open Babel