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SKI-73 | SKI-73 : SAM competitive prodrug of CARM1
RATINGS:
Cellular Use: (3 reviews)

In Model Organisms: (0 reviews)
Probe Summary
Selectivity
Potency
In Vivo
Control Compounds
Chemical Information
References
Vendors
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Probe Summary

Targets Biochemical/Biophysical Potency Cellular Potency
CARM1
  • Kd:275 nM
  • IC50:1100 ± 100 nM
  • ΔTm:+4.3 ºC
  • EC50:750 ± 40 nM
  • EC50:450 ± 140 nM
  • EC50:1300 ± 200 nM
SAM competitive, Prodrug
up to 10 uM

Selectivity

In Vitro Selectivity Assessment
Potency Assay Off-Target:
The metabolites 2a and 5a which have a subnanomolar affinity for CARM1 also show >10-fold selectivit ...

Potency
Cellular
In Vitro

CARM1

Mode of Action: SAM competitive, Prodrug

Structure-Activity-Relationship data available? Yes

DOI Reference: 10.7554/eLife.47110

Negative Control Compounds

SKI-73N
Notes: Shows no effect on methylation marks in cellular assays
SMILES: CC1=C(C)C(C(=C(C)C1=O)C(C)(C)CC(N[C@@H](CC[C@@H](C[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)O)NCc1ccccc1)C(NCCc1ccc(cc1)OC)=O)=O)=O

Orthogonal Probes def

BW4
7VM

Chemical Information

Molecular Formula C46H58N8O8
SMILEs COc1ccc(CCNC(=O)[C@H](CC[C@H](CNCc2ccccc2)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)NC(=O)CC(C)(C)C2=C(C)C(=O)C(C)=C(C)C2=O)cc1
InChI InChI=1S/C46H58N8O8/c1-26-27(2)39(57)36(28(3)38(26)56)46(4,5)21-35(55)53-33(44(60)49-19-18-29-12-15-32(61-6)16-13-29)17-14-31(23-48-22-30-10-8-7-9-11-30)20-34-40(58)41(59)45(62-34)54-25-52-37-42(47)50-24-51-43(37)54/h7-13,15-16,24-25,31,33-34,40-41,45,48,58-59H,14,17-23H2,1-6H3,(H,49,60)(H,53,55)(H2,47,50,51)/t31-,33-,34+,40+,41+,45+/m0/s1
Molecular weight 850.44 Da
AlogP 0.0
HBond acceptors 16
HBond donors 7
Atoms 120
PAINS * Yes

* This is an automated alert only, and may not necessarily indicate an issue with this probe. ( Learn more about PAINS )

Expert Reviews

by SERP
(on 14 Jun 2017 )
Cellular Use Rating
There are insufficient data to assess the selectivity of the probe. Data are only given for the PRMT family. Wider screening of both the probe and the prodrug is required. Moreover, the use of a prodrug...
by SERP
(on 18 Jun 2017 )
Cellular Use Rating
SKI-73 is a prodrug of SKI-72. SKI-73 and SKI-72 should be used for cell-based and in vitro experiments, respectively
by SERP
(on 24 Jun 2017 )
Cellular Use Rating
SKI-73 is the prodrug of the PRMT4(CARM1) inhibitor SKI-72 (IC50 = 13 nM). SKI-72 is > 30-fold selective versus other PRMT family members (PRMT7 IC50 = 400 nM). The compound is provided with its closely...
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