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SBI-0206965

CAT: 0804-HY-16966-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-16966-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
SBI-0206965 is a potent, selective and cell permeable autophagy kinase ULK1 inhibitor with IC50s of 108 nM for ULK1 kinase and 711 nM for the highly related kinase ULK2. SBI-0206965 is also an AMPK inhibitor that can paradoxically increase Thr172 phosphorylation[1][2][3].
CAS Number
1884220-36-3
UNSPSC
12352005
Hazard Statement
H302
Target
AMPK; Apoptosis; Autophagy; ULK
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; Epigenetics; PI3K/Akt/mTOR
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/SBI-0206965.html
Purity
99.92
Solubility
DMSO : ≥ 100 mg/mL
Smiles
CNC(C1=CC=CC=C1OC2=NC(NC3=CC(OC)=C(OC)C(OC)=C3)=NC=C2Br)=O
Molecular Formula
C21H21BrN4O5
Molecular Weight
489.32
Precautions
H302
References & Citations
[1]Lu J, et al. Overexpression of ULK1 Represents a Potential Diagnostic Marker for Clear Cell RenalCarcinoma and the Antitumor Effects of SBI-0206965. EBioMedicine. 2018 Aug;34:85-93.|[2]Egan DF, et al. Small Molecule Inhibition of the Autophagy Kinase ULK1 and Identification of ULK1 Substrates. Mol Cell. 2015 Jul 16;59 (2) :285-97.|[3]Hawley SA, et al. BAY-3827 and SBI-0206965: Potent AMPK Inhibitors That Paradoxically Increase Thr172 Phosphorylation. Int J Mol Sci. 2023 Dec 29;25 (1) :453.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
ULK1; ULK2

Chemical Information

Sbi-0206965

inhibits ULK1 kinase; structure in first source

CAS Number1884220-36-3
PubChem CID92044402
IUPAC Name2-[5-bromo-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]oxy-N-methylbenzamide
Molecular FormulaC21H21BrN4O5
Molecular Weight489.3
XLogP3.8
Topological Polar Surface Area104
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Heavy Atom Count31
Formal Charge0
Complexity560
SMILES
CNC(=O)C1=CC=CC=C1OC2=NC(=NC=C2Br)NC3=CC(=C(C(=C3)OC)OC)OC
InChI
InChI=1S/C21H21BrN4O5/c1-23-19(27)13-7-5-6-8-15(13)31-20-14(22)11-24-21(26-20)25-12-9-16(28-2)18(30-4)17(10-12)29-3/h5-11H,1-4H3,(H,23,27)(H,24,25,26)
InChIKey
NEXGBSJERNQRSV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Sbi-0206965
CAS: 1884220-36-3
CID: 92044402
Formula: C21H21BrN4O5
MW: 489.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight489.3
XLogP33.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Exact Mass488.06953
Monoisotopic Mass488.06953
Topological Polar Surface Area104 Ų
Heavy Atom Count31
Formal Charge0
Complexity560
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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