MedKoo Cat#: 127885 | Name: AK-1690

Description:

WARNING: This product is for research use only, not for human or veterinary use.

AK-1690 is a potent and selective PROTAC STAT6 degrader. AK-1690 effectively induces degradation of STAT6 protein in cells with DC50 values of as low as 1 nM while showing minimal effect on other STAT members up to 10 μM. A single dose of AK-1690 effectively depletes STAT6 in mouse tissues. Determination of the first cocrystal structure of STAT6 in complex with AK-1690 provides a structural basis for their interactions. AK-1690 is a powerful tool with which to investigate the roles of STAT6 in human diseases and biological processes and a promising lead compound for further optimization.

Chemical Structure

AK-1690
AK-1690
CAS#2984505-88-4

Theoretical Analysis

MedKoo Cat#: 127885

Name: AK-1690

CAS#: 2984505-88-4

Chemical Formula: C51H56F2N5O11PS

Exact Mass: 1015.3403

Molecular Weight: 1016.06

Elemental Analysis: C, 60.29; H, 5.56; F, 3.74; N, 6.89; O, 17.32; P, 3.05; S, 3.16

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
AK-1690; AK1690; AK 1690
IUPAC/Chemical Name
((2-(((2S)-1-((2S,4S)-4-((7-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)hept-6-yn-1-yl)oxy)-2-((R)-2-phenylmorpholine-4-carbonyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamoyl)benzo[b]thiophen-5-yl)difluoromethyl)phosphonic acid
InChi Key
BOMRVPKXCINUMI-STKXJIFCSA-N
InChi Code
InChI=1S/C51H56F2N5O11PS/c1-50(2,3)44(55-46(61)42-26-33-25-34(18-20-41(33)71-42)51(52,53)70(65,66)67)49(64)57-28-35(27-39(57)48(63)56-22-24-69-40(30-56)32-14-9-7-10-15-32)68-23-11-6-4-5-8-13-31-16-12-17-36-37(31)29-58(47(36)62)38-19-21-43(59)54-45(38)60/h7,9-10,12,14-18,20,25-26,35,38-40,44H,4-6,11,19,21-24,27-30H2,1-3H3,(H,55,61)(H,54,59,60)(H2,65,66,67)/t35-,38?,39-,40-,44+/m0/s1
SMILES Code
O=C(N[C@@H](C(C)(C)C)C(N1C[C@@H](OCCCCCC#CC2=CC=CC3=C2CN(C4C(NC(CC4)=O)=O)C3=O)C[C@H]1C(N5C[C@@H](C6=CC=CC=C6)OCC5)=O)=O)C7=CC8=C(S7)C=CC(C(F)(F)P(O)(O)=O)=C8
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,016.06 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Kaneshige A, Yang Y, Bai L, Wang M, Xu R, Mallik L, Chinnaswamy K, Metwally H, Wang Y, McEachern D, Tošović J, Yang CY, Kirchhoff PD, Meagher JL, Stuckey JA, Wang S. Discovery of AK-1690: A Potent and Highly Selective STAT6 PROTAC Degrader. J Med Chem. 2024 Sep 23. doi: 10.1021/acs.jmedchem.4c01009. Epub ahead of print. PMID: 39311434.