For research use only. Not for therapeutic Use.
SM-1295 is an inhibitor of apoptosis protein (IAP) antagonist, with Kd values of 3077 nM, 3.2 nM and 9.5 nM for XIAP-BIR3, c-IAP1-BIR3 and c-IAP2-BIR3, respectively[1][2].
SM-1295 (compound 5) binds to both cIAP1 and cIAP2 proteins with Ki values of <10 nM and displays a selectivity of >900-fold for cIAP1 over XIAP[1].
SM-1295 (compound 5) exhibits an IC50 of 46 nM in MDA-MB-231[1].
| Catalog Number | I044371 |
| CAS Number | 1562375-46-5 |
| Synonyms | (5S,8S,10aR)-N-[(4-bromophenyl)methyl]-5-[[(2S)-2-(methylamino)propanoyl]amino]-6-oxo-3-(2-phenylacetyl)-1,2,4,5,8,9,10,10a-octahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide |
| Molecular Formula | C29H36BrN5O4 |
| Purity | ≥95% |
| InChI | InChI=1S/C29H36BrN5O4/c1-19(31-2)27(37)33-24-18-34(26(36)16-20-6-4-3-5-7-20)15-14-23-12-13-25(35(23)29(24)39)28(38)32-17-21-8-10-22(30)11-9-21/h3-11,19,23-25,31H,12-18H2,1-2H3,(H,32,38)(H,33,37)/t19-,23+,24-,25-/m0/s1 |
| InChIKey | SOTHWYAWZKSXSA-CTZQYXLCSA-N |
| SMILES | CC(C(=O)NC1CN(CCC2CCC(N2C1=O)C(=O)NCC3=CC=C(C=C3)Br)C(=O)CC4=CC=CC=C4)NC |
| Reference | [1]. Haiying Sun, et al. Potent and Selective Small-Molecule Inhibitors of cIAP1/2 Proteins Reveal That the Binding of Smac Mimetics to XIAP BIR3 Is Not Required for Their Effective Induction of Cell Death in Tumor Cells. ACS Chem Biol. 2014 Apr 18;9(4):994-1002. [2]. Hui Cong, et al. Inhibitor of Apoptosis Protein (IAP) Antagonists in Anticancer Agent Discovery: Current Status and Perspectives. J Med Chem. 2019 Jun 27;62(12):5750-5772. |
