compound 5e [PMID: 28580438]   Click here for help

GtoPdb Ligand ID: 9712

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 5e is a potent FMS-like tyrosine kinase 3 (FLT3, a type III receptor tyrosine kinase) inhibitor that is in preclinical evaluation for the treatment of acute myelogenous leukemia (AML) [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 62.73
Molecular weight 305.16
XLogP 3.61
No. Lipinski's rules broken 0
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Canonical SMILES CC(Nc1ccnc(n1)Nc1cccc(c1)c1cccnc1)C
Isomeric SMILES CC(Nc1ccnc(n1)Nc1cccc(c1)c1cccnc1)C
InChI InChI=1S/C18H19N5/c1-13(2)21-17-8-10-20-18(23-17)22-16-7-3-5-14(11-16)15-6-4-9-19-12-15/h3-13H,1-2H3,(H2,20,21,22,23)
1. Gilliland DG, Griffin JD. (2002)
The roles of FLT3 in hematopoiesis and leukemia.
Blood, 100 (5): 1532-42. [PMID:12176867]
2. Hayakawa F, Towatari M, Kiyoi H, Tanimoto M, Kitamura T, Saito H, Naoe T. (2000)
Tandem-duplicated Flt3 constitutively activates STAT5 and MAP kinase and introduces autonomous cell growth in IL-3-dependent cell lines.
Oncogene, 19 (5): 624-31. [PMID:10698507]
3. Jarusiewicz JA, Jeon JY, Connelly MC, Chen Y, Yang L, Baker SD, Guy RK. (2017)
Discovery of a Diaminopyrimidine FLT3 Inhibitor Active against Acute Myeloid Leukemia.
ACS Omega, 2 (5): 1985-2009. [PMID:28580438]
4. Lagunas-Rangel FA, Chávez-Valencia V. (2017)
FLT3-ITD and its current role in acute myeloid leukaemia.
Med Oncol, 34 (6): 114. [PMID:28470536]
5. Mizuki M, Fenski R, Halfter H, Matsumura I, Schmidt R, Müller C, Grüning W, Kratz-Albers K, Serve S, Steur C et al.. (2000)
Flt3 mutations from patients with acute myeloid leukemia induce transformation of 32D cells mediated by the Ras and STAT5 pathways.
Blood, 96 (12): 3907-14. [PMID:11090077]
6. Naoe T, Kiyoi H. (2004)
Normal and oncogenic FLT3.
Cell Mol Life Sci, 61 (23): 2932-8. [PMID:15583855]
7. Yokota S, Kiyoi H, Nakao M, Iwai T, Misawa S, Okuda T, Sonoda Y, Abe T, Kahsima K, Matsuo Y et al.. (1997)
Internal tandem duplication of the FLT3 gene is preferentially seen in acute myeloid leukemia and myelodysplastic syndrome among various hematological malignancies. A study on a large series of patients and cell lines.
Leukemia, 11 (10): 1605-9. [PMID:9324277]