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SIAIS178

PubChem编号: 139474625

有货

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库存信息

关闭

货号 (SKU)	包装规格	是否现货	价格	数量
S613577-5mg	5mg	期货
S613577-25mg	25mg	期货

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ABL proto-oncogene 1，non-receptor tyrosine kinase Inhibitor

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基本描述

英文名称	SIAIS178
别名	compound 19;SIAIS-178
英文别名	compound 19;SIAIS-178

名称和标识符

IUPAC Name	N-(2-Chloro-6-methylphenyl)-2-((6-(4-(8-(((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methyl-thiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-8-oxooctanoyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide
INCHI	InChI=1S/C50H62ClN11O6S2/c1-30-12-11-13-36(51)43(30)59-47(67)38-27-53-49(70-38)57-39-25-40(56-32(3)55-39)60-20-22-61(23-21-60)42(65)15-10-8-7-9-14-41(64)58-45(50(4,5)6)48(68)62-28-35(63)24-37(62)46(66)52-26-33-16-18-34(19-17-33)44-31(2)54-29-69-44/h11-13,16-19,25,27,29,35,37,45,63H,7-10,14-15,20-24,26,28H2,1-6H3,(H,52,66)(H,58,64)(H,59,67)(H,53,55,56,57)/t35-,37+,45-/m1/s1
InChi Key	YGQREOJIRFCRKQ-ZIBKGDFVSA-N
Canonical SMILES	O[C@@H]1C[C@H](N(C1)C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCC(=O)N1CCN(CC1)c1nc(C)nc(c1)Nc1ncc(s1)C(=O)Nc1c(C)cccc1Cl)C(=O)NCc1ccc(cc1)c1scnc1C
PubChem CID	139474625

数据库链接

PubChem CID	139474625

关联配体

Ligand ID	10526
名称	SIAIS178
别名	compound 19 [PMID: 31539241]
类别	Synthetic organic
学名	N-(2-Chloro-6-methylphenyl)-2-((6-(4-(8-(((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methyl-thiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-8-oxooctanoyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide
生物活性评价	SIAIS178 promotes the degradation of BCR-ABL protein in BCR-ABL-driven leukemic cells in vitro, and induces regression of K562 CML cell xenograft tumours in vivo . Its antiproliferative activity is no better than that of dasatinib alone.
评价	SIAIS178 is a novel proteolysis-targeting chimeric (PROTAC) degrader . It is a hybrid molecule that connects the BCR-ABL kinase inhibitor to a ligand for Von Hippel-Lindau (VHL) E3 ubiquitin ligase via an optimised linker. SIAIS178 targets BCR-ABL protein for VHL-mediated degradation. The hybrid molecule exhibits an improved kinase selectivity profile compared to dasatinib (in a KINOME Scan evaluation). An epimer of SIAIS178 with a reversed (S) configuration at the proline 4-position of the VHL ligand does not bind to the VHL ligase and is inactive with respect to BCR-ABL degradation.
配体家族	PROTACs, molecular glues and other degraders

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参考文献

1. Zhao Q, Ren C, Liu L, Chen J, Shao Y, Sun N, Sun R, Kong Y, Ding X, Zhang X et al.. (2019) Discovery of SIAIS178 as an Effective BCR-ABL Degrader by Recruiting Von Hippel-Lindau (VHL) E3 Ubiquitin Ligase.. J Med Chem, 62 (20): (9281-9298). [PMID:31539241]

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