Identification

Name
LGD2941
Accession Number
DB05234
Type
Small Molecule
Groups
Investigational
Description

LGD2941 is a non-steroidal, selective androgen receptor modulator (SARM) developed jointly by Ligand and TAP.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 394.3116
Monoisotopic: 394.111596996
Chemical Formula
C17H16F6N2O2
InChI Key
HWLLYFXDDGGHOE-BCSUUIJWSA-N
InChI
InChI=1S/C17H16F6N2O2/c1-8-2-5-13(15(27)17(21,22)23)25(8)9-3-4-12-10(6-9)11(16(18,19)20)7-14(26)24-12/h3-4,6-8,13,15,27H,2,5H2,1H3,(H,24,26)/t8-,13-,15-/m1/s1
IUPAC Name
6-[(2R,5R)-2-methyl-5-[(1R)-2,2,2-trifluoro-1-hydroxyethyl]pyrrolidin-1-yl]-4-(trifluoromethyl)-1,2-dihydroquinolin-2-one
SMILES
C[[email protected]@H]1CC[[email protected]]([[email protected]@H](O)C(F)(F)F)N1C1=CC2=C(NC(=O)C=C2C(F)(F)F)C=C1

Pharmacology

Indication

For the treatment and prevention of osteoporosis.

Structured Indications
Not Available
Pharmacodynamics

LGD2941 is a non-steroidal, selective androgen receptor modulator (SARM). SARMs are a novel class of non-steroidal, orally active molecules that selectively modulate the activity of the androgen receptor (AR) in different tissues, providing a wide range of opportunities for the treatment of many diseases and disorders with large patient populations in both men and women. Tissue-selective AR agonists or antagonists may provide utility in male hormone therapy and the treatment of patients with male hypogonadism, female and male osteoporosis, male and female sexual dysfunction, frailty, prostate cancer, hirsutism, acne, androgenetic alopecia and other diseases.

Mechanism of action

LGD2941 selectively modulates the activity of the androgen receptor (AR) in different tissues.

TargetActionsOrganism
UAndrogen receptorNot AvailableHuman
Absorption

Orally-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
  • Humans and other mammals
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
16750192
PubChem Substance
175426960
ChemSpider
24694857
BindingDB
18522
ChEMBL
CHEMBL467888

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 Solubility0.0344 mg/mLALOGPS
logP4.29ALOGPS
logP3.58ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)10.91ChemAxon
pKa (Strongest Basic)0.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.57 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.96 m3·mol-1ChemAxon
Polarizability32.59 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8542
Caco-2 permeable-0.618
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.6447
P-glycoprotein inhibitor IIInhibitor0.9452
Renal organic cation transporterNon-inhibitor0.786
CYP450 2C9 substrateNon-substrate0.7102
CYP450 2D6 substrateNon-substrate0.7646
CYP450 3A4 substrateSubstrate0.6993
CYP450 1A2 substrateInhibitor0.5799
CYP450 2C9 inhibitorInhibitor0.5459
CYP450 2D6 inhibitorNon-inhibitor0.8378
CYP450 2C19 inhibitorInhibitor0.6237
CYP450 3A4 inhibitorInhibitor0.7054
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7665
Ames testNon AMES toxic0.6904
CarcinogenicityNon-carcinogens0.9113
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7525 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9849
hERG inhibition (predictor II)Inhibitor0.5985
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 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 / Dialkylarylamines / Pyridinones / Benzenoids / Pyrrolidines / Heteroaromatic compounds / Lactams / Secondary alcohols / Fluorohydrins
show 7 more
Substituents
Aminoquinoline / Dihydroquinolone / Dihydroquinoline / Dialkylarylamine / Tertiary aliphatic/aromatic amine / Pyridinone / Pyridine / Benzenoid / Heteroaromatic compound / Pyrrolidine
show 21 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

Drug created on October 21, 2007 16:24 / Updated on December 01, 2017 15:35