LGD-2226

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
LGD-2226
Accession Number
DB08089
Type
Small Molecule
Groups
Experimental
Description

An androgen receptor modulator.

Structure
Thumb
Synonyms
  • 6-(Bis-(2,2,2-trifluoroethyl)amino)-4-trifluoromethyl-1H-quinolin-2-one
External IDs
LGD-2226
Categories
UNII
RI376RM5MT
CAS number
328947-93-9
Weight
Average: 392.2197
Monoisotopic: 392.057116765
Chemical Formula
C14H9F9N2O
InChI Key
ULBPQWIGZUGPHU-UHFFFAOYSA-N
InChI
InChI=1S/C14H9F9N2O/c15-12(16,17)5-25(6-13(18,19)20)7-1-2-10-8(3-7)9(14(21,22)23)4-11(26)24-10/h1-4H,5-6H2,(H,24,26)
IUPAC Name
6-[bis(2,2,2-trifluoroethyl)amino]-4-(trifluoromethyl)-1,2-dihydroquinolin-2-one
SMILES
FC(F)(F)CN(CC(F)(F)F)C1=CC2=C(NC(=O)C=C2C(F)(F)F)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot 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

General References
Not Available
External Links
PubChem Compound
11560224
PubChem Substance
99444560
ChemSpider
9734998
BindingDB
18524
ChEMBL
CHEMBL436784
HET
LGD
Wikipedia
LGD-2226
PDB Entries
2hvc

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 Solubility0.00607 mg/mLALOGPS
logP4.43ALOGPS
logP4.28ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)14.43ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.34 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity75.82 m3·mol-1ChemAxon
Polarizability26.99 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9922
Blood Brain Barrier+0.9948
Caco-2 permeable+0.513
P-glycoprotein substrateNon-substrate0.5778
P-glycoprotein inhibitor INon-inhibitor0.7169
P-glycoprotein inhibitor IIInhibitor0.819
Renal organic cation transporterNon-inhibitor0.6552
CYP450 2C9 substrateNon-substrate0.8499
CYP450 2D6 substrateNon-substrate0.6289
CYP450 3A4 substrateSubstrate0.5724
CYP450 1A2 substrateInhibitor0.7234
CYP450 2C9 inhibitorNon-inhibitor0.5384
CYP450 2D6 inhibitorNon-inhibitor0.8825
CYP450 2C19 inhibitorInhibitor0.6699
CYP450 3A4 inhibitorInhibitor0.6119
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8958
Ames testNon AMES toxic0.5231
CarcinogenicityNon-carcinogens0.8766
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7295 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9502
hERG inhibition (predictor II)Inhibitor0.6644
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Aminoquinolines and derivatives
Direct Parent
Aminoquinolines and derivatives
Alternative Parents
Hydroquinolones / Hydroquinolines / Nitrogen mustard compounds / Dialkylarylamines / Pyridinones / Benzenoids / Heteroaromatic compounds / Lactams / Azacyclic compounds / Organopnictogen compounds
show 5 more
Substituents
Aminoquinoline / Dihydroquinolone / Dihydroquinoline / Nitrogen mustard / Tertiary aliphatic/aromatic amine / Dialkylarylamine / Pyridinone / Pyridine / Benzenoid / Heteroaromatic compound
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Androgen receptor
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 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 September 15, 2010 15:28 / Updated on December 22, 2017 13:57