compound 25 [PMID: 20855207]   Click here for help

GtoPdb Ligand ID: 8159

Compound class: Synthetic organic
Comment: Compound 25 is an analogue designed in a medicinal chemistry study to identify novel Aurora kinase inhibitors [1]. The compound is selective for AuroraA/B versus other tested kinase proteins. It dose-dependently inhibits xenograft tumour growth and has good oral availability in model species [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 124.5
Molecular weight 438.2
XLogP 3.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC1OC(C)CN(C1)C(c1nsc(c1)Nc1nc(C)cn2c1ncc2c1c[nH]nc1)C
Isomeric SMILES C[C@@H]1O[C@H](C)CN(C1)[C@@H](c1nsc(c1)Nc1nc(C)cn2c1ncc2c1c[nH]nc1)C
InChI InChI=1S/C21H26N8OS/c1-12-9-29-18(16-6-23-24-7-16)8-22-21(29)20(25-12)26-19-5-17(27-31-19)15(4)28-10-13(2)30-14(3)11-28/h5-9,13-15H,10-11H2,1-4H3,(H,23,24)(H,25,26)/t13-,14+,15-/m1/s1
InChI Key QBWKPGNFQQJGFY-QLFBSQMISA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-[(1R)-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-N-[6-methyl-3-(1H-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine
Database Links Click here for help
ChEMBL Ligand CHEMBL1270399
GtoPdb PubChem SID 249565839
PubChem CID 46868971
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