onatasertib   Click here for help

GtoPdb Ligand ID: 8914

Synonyms: CC-223 | CC223 | compound 37 [PMID: 26083478]
Compound class: Synthetic organic
Comment: Onatasertib (CC-223) is an investigational inhibitor of the serine/threonine kinase, mechanistic target of rapamycin (mTOR) in mTORC1/2 complexes [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 100.47
Molecular weight 397.21
XLogP 1.7
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COC1CCC(CC1)N1C(=O)CNc2c1nc(cn2)c1ccc(nc1)C(O)(C)C
Isomeric SMILES COC1CCC(CC1)N1C(=O)CNc2c1nc(cn2)c1ccc(nc1)C(O)(C)C
InChI InChI=1S/C21H27N5O3/c1-21(2,28)17-9-4-13(10-22-17)16-11-23-19-20(25-16)26(18(27)12-24-19)14-5-7-15(29-3)8-6-14/h4,9-11,14-15,28H,5-8,12H2,1-3H3,(H,23,24)
InChI Key UFKLYTOEMRFKAD-UHFFFAOYSA-N
References
1. Mortensen DS, Perrin-Ninkovic SM, Harris R, Lee BG, Shevlin G, Hickman M, Khambatta G, Bisonette RR, Fultz KE, Sankar S. (2011)
Discovery and SAR exploration of a novel series of imidazo[4,5-b]pyrazin-2-ones as potent and selective mTOR kinase inhibitors.
Bioorg Med Chem Lett, 21 (22): 6793-9. [PMID:21978683]
2. Mortensen DS, Perrin-Ninkovic SM, Shevlin G, Zhao J, Packard G, Bahmanyar S, Correa M, Elsner J, Harris R, Lee BG et al.. (2015)
Discovery of mammalian target of rapamycin (mTOR) kinase inhibitor CC-223.
J Med Chem, 58 (13): 5323-33. [PMID:26083478]