sapanisertib   Click here for help

GtoPdb Ligand ID: 7933

Synonyms: INK 128 | INK-128 | INK128 | MLN0128 | TAK-228
PDB Ligand
Compound class: Synthetic organic
Comment: Sapanisertib (INK128) is an ATP-competitive inhibitor of mTOR in mTORC1 and mTORC2 complexes, that exhibits potent anti-tumour activity [1-3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 121.67
Molecular weight 309.13
XLogP 1.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Nc1oc2c(n1)cc(cc2)c1nn(c2c1c(N)ncn2)C(C)C
Isomeric SMILES Nc1oc2c(n1)cc(cc2)c1nn(c2c1c(N)ncn2)C(C)C
InChI InChI=1S/C15H15N7O/c1-7(2)22-14-11(13(16)18-6-19-14)12(21-22)8-3-4-10-9(5-8)20-15(17)23-10/h3-7H,1-2H3,(H2,17,20)(H2,16,18,19)
InChI Key GYLDXIAOMVERTK-UHFFFAOYSA-N
References
1. Hsieh AC, Liu Y, Edlind MP, Ingolia NT, Janes MR, Sher A, Shi EY, Stumpf CR, Christensen C, Bonham MJ et al.. (2012)
The translational landscape of mTOR signalling steers cancer initiation and metastasis.
Nature, 485 (7396): 55-61. [PMID:22367541]
2. Jessen K, Wang S, Kessler, L, Guo X, Kucharski J, Staunton J, Lan L, Elia M, Stewart J, Brown J et al.. (2009)
INK128 is a potent and selective TORC1/2 inhibitor with broad oral anti-tumor activity.[Abstract].
Mol Cancer Ther, 8 (12 (Supplement)): B148.
3. Liu Q, Thoreen C, Wang J, Sabatini D, Gray NS. (2009)
mTOR Mediated Anti-Cancer Drug Discovery.
Drug Discov Today Ther Strateg, 6 (2): 47-55. [PMID:20622997]
4. Schenone S, Brullo C, Musumeci F, Radi M, Botta M. (2011)
ATP-competitive inhibitors of mTOR: an update.
Curr Med Chem, 18 (20): 2995-3014. [PMID:21651476]