LY 294002   Click here for help

GtoPdb Ligand ID: 6004

Synonyms: LY-294002 | LY294002 | SF 1101
PDB Ligand
Compound class: Synthetic organic
Comment: LY 294002 is a selective phosphatidylinositol 3-kinase (PI3K) inhibitor [6], with preference for PI3Kα/δ/β. LY 294002 has also been reported to interact with the unrelated BET bromodomain proteins BRD2, BRD3, and BRD4 [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 42.68
Molecular weight 307.12
XLogP 4.97
No. Lipinski's rules broken 0
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Canonical SMILES O=c1cc(oc2c1cccc2c1ccccc1)N1CCOCC1
Isomeric SMILES O=c1cc(oc2c1cccc2c1ccccc1)N1CCOCC1
InChI InChI=1S/C19H17NO3/c21-17-13-18(20-9-11-22-12-10-20)23-19-15(7-4-8-16(17)19)14-5-2-1-3-6-14/h1-8,13H,9-12H2
1. Anastassiadis T, Deacon SW, Devarajan K, Ma H, Peterson JR. (2011)
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
Nat Biotechnol, 29 (11): 1039-45. [PMID:22037377]
2. Cano C, Saravanan K, Bailey C, Bardos J, Curtin NJ, Frigerio M, Golding BT, Hardcastle IR, Hummersone MG, Menear KA et al.. (2013)
1-substituted (Dibenzo[b,d]thiophen-4-yl)-2-morpholino-4H-chromen-4-ones endowed with dual DNA-PK/PI3-K inhibitory activity.
J Med Chem, 56 (16): 6386-401. [PMID:23855836]
3. Cherian PT, Koikov LN, Wortman MD, Knittel JJ. (2009)
Exploring the PI3K alpha and gamma binding sites with 2,6-disubstituted isonicotinic derivatives.
Bioorg Med Chem Lett, 19 (8): 2215-9. [PMID:19297156]
4. Dittmann A, Werner T, Chung CW, Savitski MM, Fälth Savitski M, Grandi P, Hopf C, Lindon M, Neubauer G, Prinjha RK et al.. (2014)
The commonly used PI3-kinase probe LY294002 is an inhibitor of BET bromodomains.
ACS Chem Biol, 9 (2): 495-502. [PMID:24533473]
5. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ. (2013)
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
Biochem J, 451 (2): 313-28. [PMID:23398362]
6. Vlahos CJ, Matter WF, Hui KY, Brown RF. (1994)
A specific inhibitor of phosphatidylinositol 3-kinase, 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one (LY294002).
J Biol Chem, 269 (7): 5241-8. [PMID:8106507]