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Apcin-A

CAT: 0804-HY-130841-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-130841-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Apcin-A is a small molecule inhibitor that selectively targets the cell division cycle protein Cdc20 and is a derivative of Apcin. Apcin-A competitively binds to the D-box binding pocket of Cdc20 and inhibits substrate ubiquitination mediated by the anaphase promoting complex APC/C-Cdc20. Apcin-A also blocks the binding of Cdc20 to substrates (such as securin and cyclin B1), inhibiting anaphase initiation and cell cycle exit. Apcin-A can promote or prolong mitotic slippage in coordination with p31comet under conditions of high spindle assembly checkpoint (SAC) activity. Apcin-A can be used to develop anti-mitotic drugs and overcome tumor chemotherapy resistance. Apcin-A can be used to synthesize PROTAC CP5V (HY-130257)[2][3].
CAS Number
1683617-62-0
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
APC; Ligands for Target Protein for PROTAC
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; PROTAC
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/apcin-a.html
Purity
98.0
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(OCCCN)NC(NC1=NC=CC=N1)C(Cl)(Cl)Cl
Molecular Formula
C10H14Cl3N5O2
Molecular Weight
342.61
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Richeson KV, et al. Paradoxical mitotic exit induced by a small molecule inhibitor of APC/CCdc20. Nat Chem Biol. 2020 May;16 (5) :546-555.|[2]Sackton KL, et al. Synergistic blockade of mitotic exit by two chemical inhibitors of the APC/C. Nature. 2014 Oct 30;514 (7524) :646-9.|[3]Chi JJ, et al. A novel strategy to block mitotic progression for targeted therapy. EBioMedicine. 2019 Oct 25. pii: S2352-3964 (19) 30677-2.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Apcin-A
CAS Number1683617-62-0
PubChem CID127243466
IUPAC Name3-aminopropyl N-[2,2,2-trichloro-1-(pyrimidin-2-ylamino)ethyl]carbamate
Molecular FormulaC10H14Cl3N5O2
Molecular Weight342.6
XLogP2.2
Topological Polar Surface Area102
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count20
Formal Charge0
Complexity297
SMILES
C1=CN=C(N=C1)NC(C(Cl)(Cl)Cl)NC(=O)OCCCN
InChI
InChI=1S/C10H14Cl3N5O2/c11-10(12,13)7(17-8-15-4-2-5-16-8)18-9(19)20-6-1-3-14/h2,4-5,7H,1,3,6,14H2,(H,18,19)(H,15,16,17)
InChIKey
JQTSJVDIFMKETH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Apcin-A
CAS: 1683617-62-0
CID: 127243466
Formula: C10H14Cl3N5O2
MW: 342.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight342.6
XLogP32.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass341.021308
Monoisotopic Mass341.021308
Topological Polar Surface Area102 Ų
Heavy Atom Count20
Formal Charge0
Complexity297
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA3708-5.1Apcin-A
441651-01Apcin

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