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SIK2-IN-4

CAT: 0804-HY-171591-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-171591-02Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
SIK2-IN-4 (Compound 4) is a highly selective SIK1/2 inhibitor (IC50s 0.143 and 0.076 μM, respectively) . SIK2-IN-4 reduces the phosphorylation of transcription coactivator 3 (CRTC3) by targeting SIK1/2, thereby regulating cAMP response element binding protein (CREB) -dependent transcriptional activity. SIK2-IN-4 inhibits the production of pro-inflammatory cytokines such as TNF (IC50: 0.11 µM), IL-12/23 p40 (IC50: 0.25 µM), and IL-23 (IC50: 0.47 µM), while inducing the expression of the anti-inflammatory cytokine IL-10. SIK2-IN-4 can be used to study intestinal inflammation and other chronic inflammatory diseases[1].
CAS Number
2810810-00-3
UNSPSC
12352005
Target
Interleukin Related; Salt-inducible Kinase (SIK) ; TNF Receptor
Related Pathways
Apoptosis; Immunology/Inflammation
Field of Research
Infection
Smiles
N#CC1=CC(C2=CC3=CC(NC(C4CC4)=O)=NN3C=C2)=C(OC5CN(C5)C)C=N1
Molecular Formula
C21H20N6O2
Molecular Weight
388.42
References & Citations
[1]Babbe H, et al. Identification of highly selective SIK1/2 inhibitors that modulate innate immune activation and suppress intestinal inflammation. Proc Natl Acad Sci U S A. 2024 Jan 2;121 (1) :e2307086120.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
IL-23; SIK1; SIK2

Chemical Information

N-(5-(2-Cyano-5-((1-methylazetidin-3-YL)oxy)pyridin-4-YL)pyrazolo[1,5-A]pyridin-2-YL)cyclopropanecarboxamide
CAS Number2810810-00-3
PubChem CID164605307
IUPAC NameN-[5-[2-cyano-5-(1-methylazetidin-3-yl)oxy-4-pyridinyl]pyrazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide
Molecular FormulaC21H20N6O2
Molecular Weight388.4
XLogP1.5
Topological Polar Surface Area95.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity669
SMILES
CN1CC(C1)OC2=C(C=C(N=C2)C#N)C3=CC4=CC(=NN4C=C3)NC(=O)C5CC5
InChI
InChI=1S/C21H20N6O2/c1-26-11-17(12-26)29-19-10-23-15(9-22)7-18(19)14-4-5-27-16(6-14)8-20(25-27)24-21(28)13-2-3-13/h4-8,10,13,17H,2-3,11-12H2,1H3,(H,24,25,28)
InChIKey
OYDTWNVVTPPDDO-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-(5-(2-Cyano-5-((1-methylazetidin-3-YL)oxy)pyridin-4-YL)pyrazolo[1,5-A]pyridin-2-YL)cyclopropanecarboxamide
CAS: 2810810-00-3
CID: 164605307
Formula: C21H20N6O2
MW: 388.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight388.4
XLogP31.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass388.16477390
Monoisotopic Mass388.16477390
Topological Polar Surface Area95.6 Ų
Heavy Atom Count29
Formal Charge0
Complexity669
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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