AT-9283   

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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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-
InChI Key VRXXZJLHPWWXIX-ZCXUNETKSA-N
Bioactivity Comments
3nM AT-9283 inhibits Aurora A activity by 52% and Aurora B activity by 58% [1]. In the same study AT-9283 inhibited the activity of ABLT315I mutant with an IC50 of 4nM.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Janus kinase 3 Hs Inhibitor Inhibition 9.0 pIC50 - 1
pIC50 9.0 (IC50 1.1x10-9 M) [1]
Janus kinase 2 Hs Inhibitor Inhibition 8.9 pIC50 - 1
pIC50 8.9 (IC50 1.2x10-9 M) [1]
aurora kinase A Hs Inhibitor Inhibition ~8.5 pIC50 - 1
pIC50 ~8.5 (IC50 ~3x10-9 M) [1]
aurora kinase B Hs Inhibitor Inhibition ~8.5 pIC50 - 1
pIC50 ~8.5 (IC50 ~3x10-9 M) [1]
serine/threonine kinase 17a Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 1x10-8 M) [1]
ribosomal protein S6 kinase A6 Hs Inhibitor Inhibition 7.5 – 8.0 pIC50 - 1
pIC50 7.5 – 8.0 (IC50 3x10-8 – 1x10-8 M) [1]