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WYE-354

WYE-354 structure

CAS No:
1062169-56-5
Formula:
C24H29N7O5
Chemical Name:
WYE-354
Synonyms:
WYE-354;4-[6-[4-[(Methoxycarbonyl)amino]phenyl]-4-(4-morpholinyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylic acid methyl ester;methyl 4-[6-[4-(methoxycarbonylamino)phenyl]-4-morpholin-4-ylpyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate;WYE-354 (Degrasyn);Methyl 4-(6-(4-(methoxycarbonylamino)phenyl)-4-morpholino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pip
Categories:
Biochemical Engineering > Inhibitors

Description

WYE-354 is an ATP-competitive mTOR inhibitor with an IC50 of 5 nM. WYE-354 also inhibits PI3Kα and PI3Kγ with IC50s of 1.89 μM and 7.37 μM, respectively. WYE-354 inhibits both mTORC1 and mTORC2.

4-[6-[4-(methoxycarbonylamino)phenyl]-4-(4-morpholinyl)-1-pyrazolo[3,4-d]pyrimidinyl]-1-piperidinecarboxylic acid methyl ester is a carbamate ester.

WYE-354 Basic Attributes

Molecular Weight：

495.53096

Exact Mass：

495.223022

EC Number：

-0

DSSTox ID：

DTXSID00657912

Characteristics

PSA：

124

XLogP3：

1.9

Density：

1.46

Flash Point：

313.2±30.1 °C

Refractive Index：

1.692

Drug Information

MeSH Entry Terms：

WYE-354

WYE-354 Use and Manufacturing

A pyrazolopyrimidines derivative that is a potent and ATP-competitive mTOR inhibitor with much reduced activity against PI 3-Kα or PI 3-Kγ. WYE-354 is equally potent against mTORC1 and mTORC2 activities in HEK293 immune complex kinase assays using S6K and Akt as the respective substrate (IC50 <200 nM; [ATP] = 100 μM) and effectively blocks cellular phosphorylation of S6K on T389 and Akt on S473 both in cultures and in a murine xenograft model, resulting in a significant suppression of PC3MM2-derived tumor growth (by 86% on day 7; 50 mg/kg, i.p twice per day) in vivo.

Computed Properties

Molecular Weight:495.5
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:495.22301705
Monoisotopic Mass:495.22301705
Topological Polar Surface Area:124
Heavy Atom Count:36
Complexity:753
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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