Abstract

Profiling of the kinase-binding capabilities of an aminopyrimidine analogue detected in a cellular screen of the St. Jude small-molecule collection led to the identification of a novel series of FMS-like tyrosine kinase 3 (FLT3) inhibitors. Structure–activity relationship studies led to the development of compounds exhibiting good potency against MV4-11 and MOLM13 acute myelogenous leukemia cells driven by FLT3, regardless of their FLT3 mutation status. In vitro pharmacological profiling demonstrated that compound 5e shows characteristics suitable for further preclinical development.

Document Type

Article

Publication Date

5-10-2017

Notes/Citation Information

Published in ACS Omega, v. 2, issue 5, p. 1985-2009.

Copyright © 2017 American Chemical Society

This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.

Digital Object Identifier (DOI)

https://doi.org/10.1021/acsomega.7b00144

Funding Information

This work was supported by the Department of Defense (CA093469P2), NCI (CA138744-07), St. Jude Children’s Research Hospital, and the American Lebanese Syrian Associated Charities (ALSAC).

Related Content

The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsomega.7b00144.

ao7b00144_si_001.pdf (280 kB)
Experimental procedures for ADME and MTD studies; additional experimental procedures for synthesis and characterization of compounds; additional synthetic schemes for preparation of intermediates; KinomeScan analysis for compound 1; growth inhibition data against the BJ cell line for all compounds; FLT3 inhibition and MV4-11 cell proliferation data, including CI 95; solubility and permeability data for selected compounds; cellular permeability and PGP efflux assay data; in vivo blood chemistry data after i.p. dosing of compound 5e in mice (PDF)

ao7b00144_si_002.xlsx (17 kB)
Experimental data for compounds 1, 4–6, 9, 13, 14, 16, 17, and 19–22 (XLSX)

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