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Ispinesib
- SB 715992- Optical Purity: Optically pure
- Soluble in DMSO and EtOH
- MF: C30H33ClN4O2
- MW: 517.06
Description
The first potent, highly specific small-molecule inhibitor of the human kinesin spindle protein (KSP or KIF11 or Eg5), that induces mitosis-phase (M-phase) arrest followed by apoptosis in either the M-phase (via mitotic catastrophe) or G1-phase of the cell-cycle. Ispinesib alters the ability of KSP to bind to microtubules and inhibits its movement by preventing the release of ADP without preventing the release of the KSP−ADP complex from the microtubule.
More Information
| Parent CAS No. | 336113-53-2 |
|---|---|
| Chemical Name | (R)-N-(3-aminopropyl)-N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-4-methylbenzamide |
| SMILES | C(N(CCCN)[C@@H](C1N(CC2=CC=CC=C2)C(=O)C2=C(N=1)C=C(Cl)C=C2)C(C)C)(=O)C1=CC=C(C)C=C1 |&1:6,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C30H33ClN4O2/c1-20(2)27(34(17-7-16-32)29(36)23-12-10-21(3)11-13-23)28-33-26-18-24(31)14-15-25(26)30(37)35(28)19-22-8-5-4-6-9-22/h4-6,8-15,18,20,27H,7,16-17,19,32H2,1-3H3/t27-/m1/s1 |
| InChiKey | QJZRFPJCWMNVAV-HHHXNRCGSA-N |
| CID | 6851740 |
| Short Description | KSP inhibitor |
References
- J.P. Holland et al. Fluorinated quinazolinones as potential radiotracers for imaging kinesin spindle protein expression. Bioorg Med Chem. 2013 Jan 15;21(2):496-507.
- L. Lad et al. Mechanism of inhibition of human KSP by ispinesib. Biochemistry. 2008 Mar 18;47(11):3576-85.
- L. Luo et al. ATP-competitive inhibitors of the mitotic kinesin KSP that function via an allosteric mechanism. Nat Chem Biol. 2007 Nov;3(11):722-6.
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