LY-294002

Identification

Name
LY-294002
Accession Number
DB02656  (EXPT02073)
Type
Small Molecule
Groups
Experimental
Description

Specific inhibitor of phosphatidylinositol 3-kinase.

Structure
Thumb
Synonyms
  • 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one
External IDs
LY 294002 / LY-294002 / LY294002 / NSC-697286 / SF-1101
Product Ingredients
IngredientUNIICASInChI Key
LY-294002 hydrochlorideNot AvailableNot AvailableOQZQSRICUOWBLW-UHFFFAOYSA-N
Categories
UNII
31M2U1DVID
CAS number
154447-36-6
Weight
Average: 307.3432
Monoisotopic: 307.120843415
Chemical Formula
C19H17NO3
InChI Key
CZQHHVNHHHRRDU-UHFFFAOYSA-N
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
IUPAC Name
2-(morpholin-4-yl)-8-phenyl-4H-chromen-4-one
SMILES
O=C1C=C(OC2=C1C=CC=C2C1=CC=CC=C1)N1CCOCC1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase pim-1Not AvailableHuman
UPhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference
Not Available
General References
Not Available
External Links
KEGG Compound
C15195
PubChem Compound
3973
PubChem Substance
46504762
ChemSpider
3835
BindingDB
12915
ChEBI
65329
ChEMBL
CHEMBL98350
HET
LY2
ATC Codes
Not Available
AHFS Codes
Not Available
PDB Entries
1e7v / 1yi3 / 4azt / 4cfk
FDA label
Not Available
MSDS
Not Available

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.127 mg/mLALOGPS
logP3.46ALOGPS
logP3.41ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)15.95ChemAxon
pKa (Strongest Basic)3.47ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.77 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity98.5 m3·mol-1ChemAxon
Polarizability32.75 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9943
Caco-2 permeable+0.597
P-glycoprotein substrateNon-substrate0.5198
P-glycoprotein inhibitor INon-inhibitor0.5554
P-glycoprotein inhibitor IINon-inhibitor0.788
Renal organic cation transporterNon-inhibitor0.5863
CYP450 2C9 substrateNon-substrate0.852
CYP450 2D6 substrateNon-substrate0.6473
CYP450 3A4 substrateSubstrate0.6371
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorInhibitor0.6066
CYP450 2C19 inhibitorInhibitor0.8994
CYP450 3A4 inhibitorNon-inhibitor0.5061
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.527
Ames testAMES toxic0.5727
CarcinogenicityNon-carcinogens0.912
BiodegradationNot ready biodegradable0.9166
Rat acute toxicity2.3346 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7356
hERG inhibition (predictor II)Non-inhibitor0.6569
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as chromones. These are compounds containing a benzopyran-4-one moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzopyrans
Sub Class
1-benzopyrans
Direct Parent
Chromones
Alternative Parents
Dialkylarylamines / Pyranones and derivatives / Morpholines / Benzene and substituted derivatives / Vinylogous amides / Heteroaromatic compounds / Oxacyclic compounds / Dialkyl ethers / Azacyclic compounds / Organopnictogen compounds
show 2 more
Substituents
Chromone / Dialkylarylamine / Pyranone / Monocyclic benzene moiety / Morpholine / Oxazinane / Pyran / Benzenoid / Vinylogous amide / Heteroaromatic compound
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organochlorine compound, morpholines, chromones (CHEBI:65329)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transcription factor binding
Specific Function
Proto-oncogene with serine/threonine kinase activity involved in cell survival and cell proliferation and thus providing a selective advantage in tumorigenesis. Exerts its oncogenic activity throug...
Gene Name
PIM1
Uniprot ID
P11309
Uniprot Name
Serine/threonine-protein kinase pim-1
Molecular Weight
45411.905 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Phosphoinositide-3-kinase (PI3K) that phosphorylates PtdIns(4,5)P2 (Phosphatidylinositol 4,5-bisphosphate) to generate phosphatidylinositol 3,4,5-trisphosphate (PIP3). PIP3 plays a key role by recr...
Gene Name
PIK3CG
Uniprot ID
P48736
Uniprot Name
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
Molecular Weight
126452.625 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on October 02, 2017 05:13