This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Asoprisnil
- DrugBank Accession Number
- DB06680
- Background
Asoprisnil (J867) is a selective progesterone receptor modulator. It can be used to treat progesterone sensitive myomata.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
Structure for Asoprisnil (DB06680)
- Weight
- Average: 449.5818
Monoisotopic: 449.256608613 - Chemical Formula
- C28H35NO4
- Synonyms
- Asoprisnil
- External IDs
- BAY86-5294
- J 867
- J-867
- J867
Pharmacology
- Indication
Investigated for use/treatment in uterine fibroids.
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UProgesterone receptor Not Available Humans - 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
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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 / Cyclohexenones / Benzene and substituted derivatives / Aldoximes / Dialkyl ethers / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- 3-oxosteroid / Aldoxime / Aromatic homopolycyclic compound / Benzenoid / Carbonyl group / Cyclic ketone / Cyclohexenone / Dialkyl ether / Ether / Hydrocarbon derivative
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 72W09924WP
- CAS number
- 199396-76-4
- InChI Key
- GJMNAFGEUJBOCE-MEQIQULJSA-N
- InChI
- InChI=1S/C28H35NO4/c1-27-15-24(19-6-4-18(5-7-19)16-29-31)26-22-11-9-21(30)14-20(22)8-10-23(26)25(27)12-13-28(27,33-3)17-32-2/h4-7,14,16,23-25,31H,8-13,15,17H2,1-3H3/b29-16+/t23-,24+,25-,27-,28+/m0/s1
- IUPAC Name
- (1S,3aS,3bS,10R,11aS)-10-{4-[(E)-(hydroxyimino)methyl]phenyl}-1-methoxy-1-(methoxymethyl)-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
- SMILES
- [H]\C(=N/O)C1=CC=C(C=C1)[C@@]1([H])C[C@@]2(C)[C@@]([H])(CC[C@]2(COC)OC)[C@]2([H])CCC3=CC(=O)CCC3=C12
References
- General References
- DeManno D, Elger W, Garg R, Lee R, Schneider B, Hess-Stumpp H, Schubert G, Chwalisz K: Asoprisnil (J867): a selective progesterone receptor modulator for gynecological therapy. Steroids. 2003 Nov;68(10-13):1019-32. [Article]
- External Links
- ChemSpider
- 7851660
- ChEMBL
- CHEMBL267431
- ZINC
- ZINC000003936191
- PDBe Ligand
- AS0
- Wikipedia
- Asoprisnil
- PDB Entries
- 2ovh / 2ovm / 4a2j
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Treatment Fibroid Uterus / Hypermenorrhea / Metrorrhagia / Uterine Fibroids (Leiomyomas) 3 3 Completed Treatment Hypermenorrhea / Metrorrhagia / Uterine Fibroids (Leiomyomas) 3 2 Completed Treatment Amenorrhea / Postmenopausal 1 2 Completed Treatment Endometriosis 3 2 Completed Treatment Hypermenorrhea 1 2 Completed Treatment Postmenopausal 1 2 Completed Treatment Uterine Fibroids (Leiomyomas) 3
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
Property Value Source Water Solubility 0.00211 mg/mL ALOGPS logP 4.28 ALOGPS logP 4.28 ChemAxon logS -5.3 ALOGPS pKa (Strongest Acidic) 7.39 ChemAxon pKa (Strongest Basic) 2.56 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 68.12 Å2 ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 131.27 m3·mol-1 ChemAxon Polarizability 51.46 Å3 ChemAxon Number of Rings 5 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Progesterone receptor ...
- Gene Name
- PGR
- Uniprot ID
- P06401
- Uniprot Name
- Progesterone receptor
- Molecular Weight
- 98979.96 Da
References
- Chwalisz K, Perez MC, Demanno D, Winkel C, Schubert G, Elger W: Selective progesterone receptor modulator development and use in the treatment of leiomyomata and endometriosis. Endocr Rev. 2005 May;26(3):423-38. Epub 2005 Apr 27. [Article]
- Schubert G, Elger W, Kaufmann G, Schneider B, Reddersen G, Chwalisz K: Discovery, chemistry, and reproductive pharmacology of asoprisnil and related 11beta-benzaldoxime substituted selective progesterone receptor modulators (SPRMs). Semin Reprod Med. 2005 Feb;23(1):58-73. [Article]
Drug created at March 19, 2008 16:48 / Updated at February 21, 2021 18:52