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957135-43-2,MFCD28167763
Catalog No.:AA01EEDF

957135-43-2 | Sm-164

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1mg
98%
in stock  
$259.00   $182.00
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10mg
98%
in stock  
$433.00   $303.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA01EEDF
Chemical Name:
Sm-164
CAS Number:
957135-43-2
Molecular Formula:
C62H84N14O6
Molecular Weight:
1121.4206
MDL Number:
MFCD28167763
SMILES:
CNC(C(=O)NC1CCCCC2N(C1=O)C(CC2)C(=O)NC(c1nnn(c1)CCCCc1ccc(cc1)CCCCn1nnc(c1)C(c1ccccc1)NC(=O)C1CCC2N1C(=O)C(CCCC2)NC(=O)C(NC)C)c1ccccc1)C
Properties
Computed Properties
 
Complexity:
1930  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
82  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
24  
XLogP3:
5.8  

Downstream Synthesis Route
CASUnavailable 
  957135-43-2 

[1]Sun,Haiying;Nikolovska-Coleska,Zaneta;Lu,Jianfeng;Meagher,JenniferL.;Yang,Chao-Yie;Qiu,Su;Tomita,York;Ueda,Yumi;Jiang,Sheng;Krajewski,Krzysztof;Roller,PeterP.;Stuckey,JeanneA.;Wang,Shaomeng[JournaloftheAmericanChemicalSociety,2007,vol.129,#49,p.15279-15294]

Literature

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: Dimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part II: Structural and biological characterization.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Smac-mimetic compound SM-164 induces radiosensitization in breast cancer cells through activation of caspases and induction of apoptosis.

Journal: Breast cancer research and treatment 20120501

Title: LRIG1 modulates cancer cell sensitivity to Smac mimetics by regulating TNFα expression and receptor tyrosine kinase signaling.

Journal: Cancer research 20120301

Title: Radiosensitization of head and neck squamous cell carcinoma by a SMAC-mimetic compound, SM-164, requires activation of caspases.

Journal: Molecular cancer therapeutics 20110401

Title: Sun H, et al. Design, synthesis, and characterization of a potent, nonpeptide, cell-permeable, bivalent Smac mimetic that concurrently targets both the BIR2 and BIR3 domains in XIAP. J Am Chem Soc. 2007 Dec 12;129(49):15279-94.

Title: Lu J, et al. SM-164: a novel, bivalent Smac mimetic that induces apoptosis and tumor regression by concurrent removal of the blockade of cIAP-1/2 and XIAP. Cancer Res. 2008 Nov 15;68(22):9384-93.

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