(6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE
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Identification
- Generic Name
- (6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE
- DrugBank Accession Number
- DB08390
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 362.4351
Monoisotopic: 362.189337557 - Chemical Formula
- C21H27FO4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGenome polyprotein Not Available Hepatitis C virus genotype 1b (isolate BK) - 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 phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Phenol ethers
- Sub Class
- Not Available
- Direct Parent
- Phenol ethers
- Alternative Parents
- Phenoxy compounds / Fluorobenzenes / Dihydropyranones / Alkyl aryl ethers / Aryl fluorides / Vinylogous acids / Enoate esters / Lactones / Oxacyclic compounds / Monocarboxylic acids and derivatives show 5 more
- Substituents
- Alkyl aryl ether / Alpha,beta-unsaturated carboxylic ester / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Dihydropyranone / Enoate ester show 19 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- AKNIHFDXRAOPAI-NRFANRHFSA-N
- InChI
- InChI=1S/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3/t21-/m0/s1
- IUPAC Name
- (6S)-6-cyclopentyl-6-{2-[3-fluoro-4-(propan-2-yloxy)phenyl]ethyl}-4-hydroxy-5,6-dihydro-2H-pyran-2-one
- SMILES
- CC(C)OC1=CC=C(CC[C@]2(CC(O)=CC(=O)O2)C2CCCC2)C=C1F
References
- General References
- Not Available
- External Links
- PubChem Compound
- 54688400
- PubChem Substance
- 99444861
- ChemSpider
- 20153859
- ZINC
- ZINC000100036690
- PDBe Ligand
- PFI
- PDB Entries
- 2hai
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 0.00406 mg/mL ALOGPS logP 4.62 ALOGPS logP 4.8 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 8.32 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 55.76 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 98.52 m3·mol-1 Chemaxon Polarizability 39.1 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9644 Blood Brain Barrier + 0.9645 Caco-2 permeable + 0.5808 P-glycoprotein substrate Substrate 0.7282 P-glycoprotein inhibitor I Inhibitor 0.5223 P-glycoprotein inhibitor II Non-inhibitor 0.5676 Renal organic cation transporter Non-inhibitor 0.8734 CYP450 2C9 substrate Non-substrate 0.7702 CYP450 2D6 substrate Non-substrate 0.8427 CYP450 3A4 substrate Substrate 0.6471 CYP450 1A2 substrate Non-inhibitor 0.8085 CYP450 2C9 inhibitor Non-inhibitor 0.551 CYP450 2D6 inhibitor Non-inhibitor 0.8945 CYP450 2C19 inhibitor Inhibitor 0.611 CYP450 3A4 inhibitor Non-inhibitor 0.7921 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6271 Ames test Non AMES toxic 0.7243 Carcinogenicity Non-carcinogens 0.8912 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 3.7796 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9348 hERG inhibition (predictor II) Non-inhibitor 0.7863
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0009000000-a3fe959f8d7feda5e666 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-0009000000-f212d2e1c5a029eac628 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0269000000-b9b36bd1dd551748a2a3 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-03xr-1049000000-ff82f1d75485c723e8bb Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-004u-1944000000-b0db1de4e8b190708e0e Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-02ai-2922000000-2450715670dcbbb88d7c 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]- 181.83446 predictedDeepCCS 1.0 (2019) [M+H]+ 184.19247 predictedDeepCCS 1.0 (2019) [M+Na]+ 191.0189 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsGenome polyprotein
- Kind
- Protein
- Organism
- Hepatitis C virus genotype 1b (isolate BK)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
- Gene Name
- Not Available
- Uniprot ID
- P26663
- Uniprot Name
- Genome polyprotein
- Molecular Weight
- 327190.435 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 21:31 / Updated at June 12, 2020 16:52