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917184

BocA1V1PF2-OC10-NH2 hydrochloride

Synonyme(s) :

10-Aminodecyl (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxamido)-3-(4-fluorophenyl)propanoate hydrochloride, AVP conjugate for IAP-mediated protein degrader development, SNIPER building block

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A propos de cet article

Formule empirique (notation de Hill) :
C38H62FN5O7 · xHCl
Poids moléculaire :
719.93 (free base basis)
MDL number:
MFCD34602188
UNSPSC Code:
41116105
NACRES:
NA.22
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ligand

BocA1V1PF2

Quality Level

100

form

powder

reaction suitability

reactivity: carboxyl reactive, reagent type: ligand-linker conjugate

functional group

amine

storage temp.

2-8°C

SMILES string

C[C@H](NC(OC(C)(C)C)=O)C(N[C@H](C(N1CCC[C@H]1C(N[C@H](C(OCCCCCCCCCCN)=O)CC2=CC=C(C=C2)F)=O)=O)C(C)(C)C)=O.Cl

InChI

1S/C38H62FN5O7.ClH/c1-26(41-36(49)51-38(5,6)7)32(45)43-31(37(2,3)4)34(47)44-23-16-17-30(44)33(46)42-29(25-27-18-20-28(39)21-19-27)35(48)50-24-15-13-11-9-8-10-12-14-22-40;/h18-21,26,29-31H,8-17,22-25,40H2,1-7H3,(H,41,49)(H,42,46)(H,43,45);1H/t26-,29-,30-,3

InChI key

RUPLAKBBVZSRKK-YOHNHNBXSA-N

Application

Protein degrader building block BocA1V1PF2-OC10-NH2 hydrochloride enables the synthesis of molecules for targeted protein degradation and SNIPER (specific and non-genetic inhibitor of apoptosis protein (IAP)-dependent protein erasers) technology.

Developed in partnership with ComInnex, this conjugate contains an in silico-derived IAP-recruiting ligand, an alkyl-chain crosslinker, and a pendant amine for reactivity with an acid on a target warhead. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and protein degrader, many analogs are prepared to screen for optimal target degradation. When used with other When used with other protein degrader building blocks with a terminal amine, including CRBN and VHL targeted, parallel synthesis can be used to more quickly generate SNIPER and PROTAC® degrader libraries that feature variation in crosslinker length, composition, and E3 ligase ligand. Learn more about the novel IAP ligands generated through virtual screening of AVP mimetics in our Technology Spotlight.

Building blocks in this series:
917478 BocA1V1PF2
916927 BocA1V1PF2-OC6-NH2 hydrochloride
917184 BocA1V1PF2-OC10-NH2 hydrochloride
917435 BocA1V1PF2-OPEG1-NH2 hydrochloride
917680 BocA1V1PF2-OPEG3-NH2 hydrochloride

Other Notes

In Vivo Knockdown of Pathogenic Proteins via Specific and Nongenetic Inhibitor of Apoptosis Protein (IAP)-dependent Protein Erasers (SNIPERs)

SNIPERs−Hijacking IAP activity to induce protein degradation

E3 Ligase Ligands for PROTACs: How They Were Found and How to Discover New Ones

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Accelerating Protein Degrader Discovery with IAP

Plate of 80 ligands against E3 ligase IAP designed by ComInnex; allows creation of bifunctional targeted protein degraders or molecular glues.

Tasuku Ishida et al.
SLAS discovery : advancing life sciences R & D, 26(4), 484-502 (2020-11-05)
Bifunctional degrader molecules, also called proteolysis-targeting chimeras (PROTACs), are a new modality of chemical tools and potential therapeutics to understand and treat human disease. A required PROTAC component is a ligand binding to an E3 ubiquitin ligase, which is then joined to another ligand binding to a protein to

Numéro d'article de commerce international

RéférenceGTIN
917184-50MG04061842647408