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PROTAC ERRα Degrader-3 - CAS 2306388-65-6

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PROTAC ERRα Degrader-3, a potent and selective ERRα degrader based on von Hippel-Lindau ligand, has a specific degradation capacity of >80% for ERRα protein at a concentration of 30 nM. It has no activity against ERRβ and ERRγ proteins.

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Molecular Formula

C47H50F6N6O7S

Molecular Weight

956.99

PROTAC ERRα Degrader-3

- Specification
  - Related CAS
    
    2490144-45-9
    
    Purity
    
    ≥98%
    
    Solubility
    
    Soluble in DMSO
    
    Storage
    
    Store at -20°C
    
    IUPAC Name
    
    (2S,4R)-1-[(2S)-2-[5-[[(E)-3-[4-[[2,4-bis(trifluoromethyl)phenyl]methoxy]-3-methoxyphenyl]-2-cyanoprop-2-enoyl]amino]pentanoylamino]-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide
    
    Synonyms
    
    N-(5-{[(2E)-3-(4-{[2,4-Bis(trifluoromethyl)benzyl]oxy}-3-methoxyphenyl)-2-cyano-2-propenoyl]amino}pentanoyl)-3-methyl-L-valyl-(4R)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide; L-Prolinamide, N-[5-[[(2E)-3-[4-[[2,4-bis(trifluoromethyl)phenyl]methoxy]-3-methoxyphenyl]-2-cyano-1-oxo-2-propen-1-yl]amino]-1-oxopentyl]-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-, (4R)-
- Properties
  - Boiling Point
    
    1058.6±65.0°C at 760 mmHg
    
    Density
    
    1.326±0.06 g/cm3
    
    InChI Key
    
    POTUUCUOBIVSIX-BDUCEWPUSA-N
    
    InChI
    
    InChI=1S/C47H50F6N6O7S/c1-27-40(67-26-57-27)30-12-9-28(10-13-30)23-56-43(63)36-21-34(60)24-59(36)44(64)41(45(2,3)4)58-39(61)8-6-7-17-55-42(62)32(22-54)18-29-11-16-37(38(19-29)65-5)66-25-31-14-15-33(46(48,49)50)20-35(31)47(51,52)53/h9-16,18-20,26,34,36,41,60H,6-8,17,21,23-25H2,1-5H3,(H,55,62)(H,56,63)(H,58,61)/b32-18+/t34-,36+,41-/m1/s1
    
    Canonical SMILES
    
    CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)C3CC(CN3C(=O)C(C(C)(C)C)NC(=O)CCCCNC(=O)C(=CC4=CC(=C(C=C4)OCC5=C(C=C(C=C5)C(F)(F)F)C(F)(F)F)OC)C#N)O
- Reference Reading
  - 1. Identification of new small-molecule inducers of estrogen-related receptor α (ERRα) degradation.
    
    Peng, L., Zhang, Z., Lei, C., Li, S., Zhang, Z., Ren, X., Chang, Y., Zhang, Y., Xu, Y. and Ding, K., 2019. ACS medicinal chemistry letters, 10(5), pp.767-772.
    
    A series of (E)-3-(4-((2,4-bis(trifluoromethyl)benzyl)oxy)-3-methoxyphenyl)-2-cyanoacrylamide derivatives were designed and synthesized as new estrogen-related receptor α (ERRα) degraders based on the proteolysis targeting chimera (PROTAC) concept. One of the representative compounds 6c is capable of specifically degrading ERRα protein by >80% at a relatively low concentration of 30 nM, becoming one of the most potent and selective ERRα degraders to date. Compound 6c could be utilized as a new powerful research tool for further biological investigation of ERRα.

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It is commonly abbreviated as: C₁V₁ = C₂V₂

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