AT-9283   Click here for help

GtoPdb Ligand ID: 7949

Synonyms: AT 9283 | AT9283
Compound class: Synthetic organic
Comment: AT-9283 is a potent Janus kinase 2 and 3 (JAK2/3) and Aurora kinase inhibitor [1]. It is compound 16 in Howard et al. (2009) [1], PubChem CID 11496629 shows the tautomer as drawn in [1]. CHEMBL495727 also represents a tautomeric alternative structure for AT-9283.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 94.11
Molecular weight 381.19
XLogP 0.6
No. Lipinski's rules broken 0
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Canonical SMILES O=C(Nc1c[nH][nH]c1=C1N=c2c(=N1)ccc(c2)CN1CCOCC1)NC1CC1
Isomeric SMILES O=C(Nc1c[nH][nH]/c/1=C/1\N=c2c(=N1)ccc(c2)CN1CCOCC1)NC1CC1
InChI InChI=1S/C19H23N7O2/c27-19(21-13-2-3-13)24-16-10-20-25-17(16)18-22-14-4-1-12(9-15(14)23-18)11-26-5-7-28-8-6-26/h1,4,9-10,13,20,25H,2-3,5-8,11H2,(H2,21,24,27)/b18-17-
1. Howard S, Berdini V, Boulstridge JA, Carr MG, Cross DM, Curry J, Devine LA, Early TR, Fazal L, Gill AL et al.. (2009)
Fragment-based discovery of the pyrazol-4-yl urea (AT9283), a multitargeted kinase inhibitor with potent aurora kinase activity.
J Med Chem, 52 (2): 379-88. [PMID:19143567]