naporafenib   Click here for help

GtoPdb Ligand ID: 10658

Synonyms: compound 15 [PMID: 31059256] | example 1156 [WO2014151616A1] | LXH-254 | LXH254
PDB Ligand
Compound class: Synthetic organic
Comment: Naporafenib (LXH254) is an investigational, potent, selective and orally bioavailable RAF inhibitor that was designed to target RAS mutant cancers, i.e.those that harbour genetic alterations in the RAS-RAF-MEK-ERK (MAPK) pathway [2]. It is one of the compounds claimed in Novartis' patent WO2014151616A1 [1]. Naporafenib is a Type-2 kinase inhibitor that binds the DFG-out conformation of the kinase.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 96.81
Molecular weight 502.18
XLogP 4.47
No. Lipinski's rules broken 0
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Canonical SMILES OCCOc1cc(cc(n1)N1CCOCC1)c1cc(ccc1C)NC(=O)c1ccnc(c1)C(F)(F)F
Isomeric SMILES OCCOc1cc(cc(n1)N1CCOCC1)c1cc(ccc1C)NC(=O)c1ccnc(c1)C(F)(F)F
InChI InChI=1S/C25H25F3N4O4/c1-16-2-3-19(30-24(34)17-4-5-29-21(12-17)25(26,27)28)15-20(16)18-13-22(32-6-9-35-10-7-32)31-23(14-18)36-11-8-33/h2-5,12-15,33H,6-11H2,1H3,(H,30,34)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
11398 naporafenib
Synonyms Click here for help
compound 15 [PMID: 31059256] | example 1156 [WO2014151616A1] | LXH-254 | LXH254
Database Links Click here for help
BindingDB Ligand 88120
CAS Registry No. 1800398-38-2 (source: PubChem)
GtoPdb PubChem SID 404859105
PubChem CID 90456533
RCSB PDB Ligand K81
Search Google for chemical match using the InChIKey UEPXBTCUIIGYCY-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey UEPXBTCUIIGYCY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UEPXBTCUIIGYCY-UHFFFAOYSA-N