UC2288, p21 inhibitor

Key facts

CAS number

1394011-91-6

Purity

>98%

Form

Solid

form

Molecular weight

481.8 Da

Molecular formula

C₂₀H₁₈ClF₆N₃O₂

PubChem

60196635

Nature

Synthetic

Solubility

Soluble in ethanol to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-[(1r,4r)-4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}cyclohexyl]urea

Biological description

Cell-permeable, phenylcyclohexyl-urea based compound that selectively downregulates the expression of p21, independent of p53 expression, at either transcription or post-transcriptional level. Attenuates p21 protein levels with minimal effect on p21 protein stability. Has no significant effect on the activities of Raf kinases, VEGFR2 kinase, or the phosphorylation state of ERK. Effectively inhibits the growth of multiple cancer cell lines (GI₅₀ = ~ 10 μM against NCI60 cell lines).

Canonical smiles

C1CC(CCC1NC(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)OC3=NC=C(C=C3)C(F)(F)F

InChi

InChI=1S/C20H18ClF6N3O2/c21-16-7-4-13(9-15(16)20(25,26)27)30-18(31)29-12-2-5-14(6-3-12)32-17-8-1-11(10-28-17)19(22,23)24/h1,4,7-10,12,14H,2-3,5-6H2,(H2,29,30,31)

InChiKey

ISPSOOYSNVVMMB-UHFFFAOYSA-N

IUPAC Name

1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[4-[5-(trifluoromethyl)pyridin-2-yl]oxycyclohexyl]urea