2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-methylbenzonitrile
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Identification
- Generic Name
- 2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-methylbenzonitrile
- DrugBank Accession Number
- DB08088
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 359.731
Monoisotopic: 359.064838997 - Chemical Formula
- C15H13ClF3N3O2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAndrogen 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. View sample adverse effects data in our new Data Library!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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzonitriles
- Direct Parent
- Benzonitriles
- Alternative Parents
- Toluenes / Chlorobenzenes / Aryl chlorides / Pyrrolidines / Oxazolidines / Secondary alcohols / Isoureas / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Azacyclic compounds show 6 more
- Substituents
- Alcohol / Alkyl fluoride / Alkyl halide / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzonitrile / Carbonitrile / Chlorobenzene show 20 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- KALFKWQLCWAXJO-RNSKTZJQSA-N
- InChI
- InChI=1S/C15H13ClF3N3O2/c1-7-9(3-2-8(6-20)11(7)16)21-14-22-5-4-10(23)12(22)13(24-14)15(17,18)19/h2-3,10,12-13,23H,4-5H2,1H3/b21-14-/t10-,12-,13+/m0/s1
- IUPAC Name
- 4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-hexahydropyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-2-chloro-3-methylbenzonitrile
- SMILES
- N#CC1=CC=C(\N=C2/O[C@@]([H])(C(F)(F)F)[C@]3([H])[C@](O)([H])CCN23)C(C)=C1Cl
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11428356
- PubChem Substance
- 99444559
- ChemSpider
- 9603232
- BindingDB
- 29320
- ChEMBL
- CHEMBL484726
- ZINC
- ZINC000013982536
- PDBe Ligand
- LGB
- PDB Entries
- 3g0w
Clinical Trials
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 0.0826 mg/mL ALOGPS logP 3.86 ALOGPS logP 3.35 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 14.43 Chemaxon pKa (Strongest Basic) 4.56 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 68.85 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 82.54 m3·mol-1 Chemaxon Polarizability 31.94 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9904 Blood Brain Barrier + 0.9368 Caco-2 permeable + 0.5 P-glycoprotein substrate Non-substrate 0.6102 P-glycoprotein inhibitor I Non-inhibitor 0.7059 P-glycoprotein inhibitor II Non-inhibitor 0.7488 Renal organic cation transporter Non-inhibitor 0.6698 CYP450 2C9 substrate Non-substrate 0.6363 CYP450 2D6 substrate Non-substrate 0.7709 CYP450 3A4 substrate Substrate 0.6614 CYP450 1A2 substrate Inhibitor 0.5421 CYP450 2C9 inhibitor Non-inhibitor 0.5559 CYP450 2D6 inhibitor Non-inhibitor 0.8434 CYP450 2C19 inhibitor Inhibitor 0.5678 CYP450 3A4 inhibitor Non-inhibitor 0.8852 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6798 Ames test Non AMES toxic 0.6131 Carcinogenicity Non-carcinogens 0.8499 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.6110 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7526 hERG inhibition (predictor II) Non-inhibitor 0.7873
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-02dl-9400000000-1d69e54d80bc6811af9b Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0309000000-4dcbda2ec83aa0395aad Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a59-7009000000-5e53e43d55bcada0a743 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0109000000-e62c06a3200f328cbbfc Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-9106000000-521f6f859d3620dba588 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-016r-2941000000-d59378b45edc15c6528a Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-9101000000-8c3fd9e3e3d10c5c9473 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 168.5966 predictedDeepCCS 1.0 (2019) [M+H]+ 170.49202 predictedDeepCCS 1.0 (2019) [M+Na]+ 176.3597 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsAndrogen receptor
- Kind
- Protein
- Organism
- Humans
- 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
- 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. [Article]
Drug created at September 15, 2010 21:28 / Updated at June 12, 2020 16:52