leucettine L41   Click here for help

GtoPdb Ligand ID: 8167

Compound class: Synthetic organic
Comment: Leucettine L41 is a synthetic analogue of the marine sponge derived compound leucettine B [1]. The leucettines act as inhibitors of two families of serine/threonine kinases; dual-specificity, tyrosine phosphorylation-regulated kinases (DYRKs), and cdc2-like kinases (CLKs), which are involved in Alzheimer’sdisease/Down syndrome and in the control of alternative pre-mRNA splicing.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 71.95
Molecular weight 307.1
XLogP 2.49
No. Lipinski's rules broken 0
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Canonical SMILES O=C1NC(=NC1=Cc1ccc2c(c1)OCO2)Nc1ccccc1
Isomeric SMILES O=C1NC(=N/C/1=C\c1ccc2c(c1)OCO2)Nc1ccccc1
InChI InChI=1S/C17H13N3O3/c21-16-13(8-11-6-7-14-15(9-11)23-10-22-14)19-17(20-16)18-12-4-2-1-3-5-12/h1-9H,10H2,(H2,18,19,20,21)/b13-8-
1. Debdab M, Carreaux F, Renault S, Soundararajan M, Fedorov O, Filippakopoulos P, Lozach O, Babault L, Tahtouh T, Baratte B et al.. (2011)
Leucettines, a class of potent inhibitors of cdc2-like kinases and dual specificity, tyrosine phosphorylation regulated kinases derived from the marine sponge leucettamine B: modulation of alternative pre-RNA splicing.
J Med Chem, 54 (12): 4172-86. [PMID:21615147]
2. Tahtouh T, Elkins JM, Filippakopoulos P, Soundararajan M, Burgy G, Durieu E, Cochet C, Schmid RS, Lo DC, Delhommel F et al.. (2012)
Selectivity, cocrystal structures, and neuroprotective properties of leucettines, a family of protein kinase inhibitors derived from the marine sponge alkaloid leucettamine B.
J Med Chem, 55 (21): 9312-30. [PMID:22998443]