ORG-34517

Identification

Name
ORG-34517
Accession Number
DB05423
Type
Small Molecule
Groups
Investigational
Description

ORG-34517 is currently under investigation by Organon for the treatment of depression. It has potential to treat a number of diseases such as Cushing’s disease, hypertension, diabetes, glaucoma etc, in which the activity of metabolites corticosterone and cortisol is high.

Structure
Thumb
Synonyms
Not Available
External IDs
ORG 34517
Categories
UNII
17VAN37K4Y
CAS number
Not Available
Weight
Average: 430.544
Monoisotopic: 430.214409446
Chemical Formula
C28H30O4
InChI Key
DFELGYQKEOCHOA-BZAFBGKRSA-N
InChI
InChI=1S/C28H30O4/c1-3-11-28(30)12-10-23-21-7-4-17-13-19(29)6-8-20(17)26(21)22(15-27(23,28)2)18-5-9-24-25(14-18)32-16-31-24/h5,9,13-14,21-23,30H,4,6-8,10,12,15-16H2,1-2H3/t21-,22+,23-,27-,28-/m0/s1
IUPAC Name
(10S,11S,14S,15S,17R)-17-(2H-1,3-benzodioxol-5-yl)-14-hydroxy-15-methyl-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one
SMILES
CC#C[[email protected]]1(O)CC[[email protected]]2[[email protected]@H]3CCC4=CC(=O)CCC4=C3[[email protected]](C[[email protected]]12C)C1=CC=C2OCOC2=C1

Pharmacology

Indication

Investigated for use/treatment in depression.

Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action

Org-34517 is a glucocorticoid antagonist which may have a potential in a number of diseases where there is excess corticosterone/cortisol activity. The drug acts by normalizing hyperactivity in the hypothalamus-pituitary-adrenal (HPA) axis.

TargetActionsOrganism
UGlucocorticoid 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
  1. Johnson DA, Grant EJ, Ingram CD, Gartside SE: Glucocorticoid receptor antagonists hasten and augment neurochemical responses to a selective serotonin reuptake inhibitor antidepressant. Biol Psychiatry. 2007 Dec 1;62(11):1228-35. Epub 2007 Jul 25. [PubMed:17651703]
  2. Bilang-Bleuel A, Ulbricht S, Chandramohan Y, De Carli S, Droste SK, Reul JM: Psychological stress increases histone H3 phosphorylation in adult dentate gyrus granule neurons: involvement in a glucocorticoid receptor-dependent behavioural response. Eur J Neurosci. 2005 Oct;22(7):1691-700. [PubMed:16197509]
External Links
PubChem Compound
9867361
PubChem Substance
347827730
ChemSpider
8043052

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentDepression / Depressive Disorders / Psychotic Disorder NOS2
2CompletedTreatmentMajor Depressive Disorder (MDD) / Psychotic Disorder NOS1

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 Solubility0.00337 mg/mLALOGPS
logP4.56ALOGPS
logP4.65ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)12.87ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity123.92 m3·mol-1ChemAxon
Polarizability48.35 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

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 oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Oxosteroids
Direct Parent
Oxosteroids
Alternative Parents
3-oxosteroids / 17-hydroxysteroids / Benzodioxoles / Cyclohexenones / Ynones / Benzenoids / Tertiary alcohols / Cyclic alcohols and derivatives / Oxacyclic compounds / Acetals
show 2 more
Substituents
3-oxosteroid / Hydroxysteroid / 17-hydroxysteroid / Oxosteroid / Benzodioxole / Cyclohexenone / Benzenoid / Ynone / Cyclic alcohol / Tertiary alcohol
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Receptor for glucocorticoids (GC). Has a dual mode of action: as a transcription factor that binds to glucocorticoid response elements (GRE), both for nuclear and mitochondrial DNA, and as a modula...
Gene Name
NR3C1
Uniprot ID
P04150
Uniprot Name
Glucocorticoid receptor
Molecular Weight
85658.57 Da

Drug created on November 18, 2007 11:24 / Updated on December 01, 2017 15:36