PMID- 20188551
OWN - NLM
STAT- MEDLINE
DCOM- 20100705
LR  - 20211203
IS  - 1464-3405 (Electronic)
IS  - 0960-894X (Linking)
VI  - 20
IP  - 7
DP  - 2010 Apr 1
TI  - 4-Substituted-7-azaindoles bearing a ureidobenzofuranone moiety as potent and 
      selective, ATP-competitive inhibitors of the mammalian target of rapamycin 
      (mTOR).
PG  - 2259-63
LID - 10.1016/j.bmcl.2010.02.012 [doi]
AB  - A series of 5-ureidobenzofuranones was discovered as potent and selective 
      inhibitors of mTOR with good cellular activity. Molecular modeling studies 
      revealed several hydrogen bond interactions of the ureido group with the enzyme 
      at the ATP-binding site. Furthermore, modeling showed that the ureido group is 
      best situated at C-5 of the benzofuranone. Syntheses of 4-ureido and 
      5-ureidobenzofuranones are presented.
CI  - 2010 Elsevier Ltd. All rights reserved.
FAU - Tsou, Hwei-Ru
AU  - Tsou HR
AD  - Chemical Sciences, Wyeth Research, 401 N. Middletown Road, Pearl River, NY 10965, 
      United States. tsouh@wyeth.com
FAU - MacEwan, Gloria
AU  - MacEwan G
FAU - Birnberg, Gary
AU  - Birnberg G
FAU - Zhang, Nan
AU  - Zhang N
FAU - Brooijmans, Natasja
AU  - Brooijmans N
FAU - Toral-Barza, Lourdes
AU  - Toral-Barza L
FAU - Hollander, Irwin
AU  - Hollander I
FAU - Ayral-Kaloustian, Semiramis
AU  - Ayral-Kaloustian S
FAU - Yu, Ker
AU  - Yu K
LA  - eng
PT  - Journal Article
DEP - 20100206
PL  - England
TA  - Bioorg Med Chem Lett
JT  - Bioorganic & medicinal chemistry letters
JID - 9107377
RN  - 0 (Benzofurans)
RN  - 0 (Intracellular Signaling Peptides and Proteins)
RN  - 0 (Isoenzymes)
RN  - 0 (Protein Kinase Inhibitors)
RN  - 8L70Q75FXE (Adenosine Triphosphate)
RN  - EC 2.7.1.1 (MTOR protein, human)
RN  - EC 2.7.1.137 (Class Ib Phosphatidylinositol 3-Kinase)
RN  - EC 2.7.1.137 (PIK3CG protein, human)
RN  - EC 2.7.11.1 (Protein Serine-Threonine Kinases)
RN  - EC 2.7.11.1 (TOR Serine-Threonine Kinases)
RN  - W36ZG6FT64 (Sirolimus)
SB  - IM
MH  - Adenosine Triphosphate/*metabolism
MH  - Animals
MH  - Benzofurans/*chemistry/*pharmacology
MH  - Class Ib Phosphatidylinositol 3-Kinase
MH  - Crystallography, X-Ray
MH  - Humans
MH  - Hydrogen Bonding
MH  - Intracellular Signaling Peptides and Proteins/*antagonists & 
      inhibitors/chemistry/*metabolism
MH  - Isoenzymes/chemistry
MH  - Models, Molecular
MH  - Phosphatidylinositol 3-Kinases/chemistry
MH  - Protein Kinase Inhibitors/*chemistry/*pharmacology
MH  - Protein Serine-Threonine Kinases/*antagonists & inhibitors/chemistry/*metabolism
MH  - Sirolimus
MH  - Structural Homology, Protein
MH  - TOR Serine-Threonine Kinases
EDAT- 2010/03/02 06:00
MHDA- 2010/07/06 06:00
CRDT- 2010/03/02 06:00
PHST- 2010/01/05 00:00 [received]
PHST- 2010/01/29 00:00 [revised]
PHST- 2010/02/02 00:00 [accepted]
PHST- 2010/03/02 06:00 [entrez]
PHST- 2010/03/02 06:00 [pubmed]
PHST- 2010/07/06 06:00 [medline]
AID - S0960-894X(10)00202-7 [pii]
AID - 10.1016/j.bmcl.2010.02.012 [doi]
PST - ppublish
SO  - Bioorg Med Chem Lett. 2010 Apr 1;20(7):2259-63. doi: 10.1016/j.bmcl.2010.02.012. 
      Epub 2010 Feb 6.