CHMFL-KIT-64   Click here for help

GtoPdb Ligand ID: 10420

Synonyms: compound 18 [PMID: 31250638]
Compound class: Synthetic organic
Comment: CHMFL-KIT-64 is a potent and orally available inhibitor of wild-type c-KIT and a range of known c-KIT resistance mutants [1]. It has demonstrated anti-tumour efficacy in vitro, in mouse xenograft models, and against imatinib-resistant patient tumour cells expressing wild-type c-KIT. It has been proposed as a potential clinical lead for gastrointestinal stromal tumour (GIST) therapy as the majority (80-85%) of GISTs harbour c-KIT activation mutations. Other c-KIT mutations confer primary or secondary (acquired) resistance to imatinib which is the first line drug used to combat GISTs. CHMFL-KIT-64 was designed to target mutations that are refractory to currently approved therapeutics including imatinib, sunitinib and regorafenib. It can potently inhibit the T670I ATP binding pocket (gatekeeper) mutant that is resistant to many other c-KIT inhibitors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 69.68
Molecular weight 516.11
XLogP 5.5
No. Lipinski's rules broken 1
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Canonical SMILES COc1cc2nccc(c2cc1OC)Oc1ccc(cc1)NC(=O)Cc1ccc(c(c1)C(F)(F)F)Cl
Isomeric SMILES COc1cc2nccc(c2cc1OC)Oc1ccc(cc1)NC(=O)Cc1ccc(c(c1)C(F)(F)F)Cl
InChI InChI=1S/C26H20ClF3N2O4/c1-34-23-13-18-21(14-24(23)35-2)31-10-9-22(18)36-17-6-4-16(5-7-17)32-25(33)12-15-3-8-20(27)19(11-15)26(28,29)30/h3-11,13-14H,12H2,1-2H3,(H,32,33)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 18 [PMID: 31250638]
Database Links Click here for help
GtoPdb PubChem SID 385612180
PubChem CID 139030518
Search Google for chemical match using the InChIKey YOHLRCOPRAVUCJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone YOHLRCOPRAVUCJ
UniChem Compound Search for chemical match using the InChIKey YOHLRCOPRAVUCJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey YOHLRCOPRAVUCJ-UHFFFAOYSA-N