MK-2206   Click here for help

GtoPdb Ligand ID: 7945

Synonyms: MK 2206
Compound class: Synthetic organic
Comment: MK-2206 is an orally bioavailable allosteric inhibitor of the serine/threonine protein kinase Akt (protein kinase B) with potential antineoplastic activity [2-4].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 89.07
Molecular weight 407.17
XLogP 5.13
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES O=c1[nH]nc2n1ccc1c2cc(c(n1)c1ccc(cc1)C1(N)CCC1)c1ccccc1
Isomeric SMILES O=c1[nH]nc2n1ccc1c2cc(c(n1)c1ccc(cc1)C1(N)CCC1)c1ccccc1
InChI InChI=1S/C25H21N5O/c26-25(12-4-13-25)18-9-7-17(8-10-18)22-19(16-5-2-1-3-6-16)15-20-21(27-22)11-14-30-23(20)28-29-24(30)31/h1-3,5-11,14-15H,4,12-13,26H2,(H,29,31)
1. Hirai H, Sootome H, Nakatsuru Y, Miyama K, Taguchi S, Tsujioka K, Ueno Y, Hatch H, Majumder PK, Pan BS et al.. (2010)
MK-2206, an allosteric Akt inhibitor, enhances antitumor efficacy by standard chemotherapeutic agents or molecular targeted drugs in vitro and in vivo.
Mol Cancer Ther, 9 (7): 1956-67. [PMID:20571069]
2. Holland WS, Chinn DC, Lara Jr PN, Gandara DR, Mack PC. (2015)
Effects of AKT inhibition on HGF-mediated erlotinib resistance in non-small cell lung cancer cell lines.
J Cancer Res Clin Oncol, 141 (4): 615-26. [PMID:25323938]
3. Lin YH, Chen BY, Lai WT, Wu SF, Guh JH, Cheng AL, Hsu LC. (2015)
The Akt inhibitor MK-2206 enhances the cytotoxicity of paclitaxel (Taxol) and cisplatin in ovarian cancer cells.
Naunyn Schmiedebergs Arch Pharmacol, 388 (1): 19-31. [PMID:25164962]
4. Liu R, Liu D, Trink E, Bojdani E, Ning G, Xing M. (2011)
The Akt-specific inhibitor MK2206 selectively inhibits thyroid cancer cells harboring mutations that can activate the PI3K/Akt pathway.
J Clin Endocrinol Metab, 96 (4): E577-85. [PMID:21289267]
5. Yan L. 
Abstract #DDT01-1: MK-2206: A potent oral allosteric AKT inhibitor.
Accessed on 18/11/2014. Modified on 18/11/2014. AACR Meeting Abstracts Online;,
6. Yan L. (2009)
MK-2206: a potent oral allosteric AKT inhibitor.[Abstract].
AACR Annual Meeting 2009,: Abstract Number: DDT01-1.