3-(4-Amino-2-Tert-Butyl-5-Methyl-Phenylsulfanyl)-6-Cyclopentyl-4-Hydroxy-6-[2-(4-Hydroxy-Phenyl)-Ethyl]-5,6-Dihydro-Pyran-2-One
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Identification
- Generic Name
- 3-(4-Amino-2-Tert-Butyl-5-Methyl-Phenylsulfanyl)-6-Cyclopentyl-4-Hydroxy-6-[2-(4-Hydroxy-Phenyl)-Ethyl]-5,6-Dihydro-Pyran-2-One
- DrugBank Accession Number
- DB04298
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 495.673
Monoisotopic: 495.244329367 - Chemical Formula
- C29H37NO4S
- 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 phenylpropanes. These are organic compounds containing a phenylpropane moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Phenylpropanes
- Direct Parent
- Phenylpropanes
- Alternative Parents
- Aminotoluenes / Aniline and substituted anilines / Aryl thioethers / 1-hydroxy-2-unsubstituted benzenoids / Dihydropyranones / Vinylogous acids / Enoate esters / Thioenol ethers / Amino acids and derivatives / Lactones show 8 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Alpha,beta-unsaturated carboxylic ester / Amine / Amino acid or derivatives / Aminotoluene / Aniline or substituted anilines / Aromatic heteromonocyclic compound / Aryl thioether / Carbonyl group / Carboxylic acid derivative show 23 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
- ZEBFKFGJWHOOST-LJAQVGFWSA-N
- InChI
- InChI=1S/C29H37NO4S/c1-18-15-25(22(16-23(18)30)28(2,3)4)35-26-24(32)17-29(34-27(26)33,20-7-5-6-8-20)14-13-19-9-11-21(31)12-10-19/h9-12,15-16,20,31-32H,5-8,13-14,17,30H2,1-4H3/t29-/m0/s1
- IUPAC Name
- (6S)-3-[(4-amino-2-tert-butyl-5-methylphenyl)sulfanyl]-6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-2H-pyran-2-one
- SMILES
- CC1=CC(SC2=C(O)C[C@](CCC3=CC=C(O)C=C3)(OC2=O)C2CCCC2)=C(C=C1N)C(C)(C)C
References
- General References
- Not Available
- External Links
- PubChem Compound
- 54688711
- PubChem Substance
- 46506710
- ChemSpider
- 16744129
- ZINC
- ZINC000100034141
- PDBe Ligand
- NH1
- PDB Entries
- 1os5
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 0.000414 mg/mL ALOGPS logP 6.4 ALOGPS logP 6.72 Chemaxon logS -6.1 ALOGPS pKa (Strongest Acidic) 8.42 Chemaxon pKa (Strongest Basic) 3.86 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 92.78 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 145.74 m3·mol-1 Chemaxon Polarizability 55.73 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.828 Blood Brain Barrier + 0.5446 Caco-2 permeable - 0.5665 P-glycoprotein substrate Substrate 0.5815 P-glycoprotein inhibitor I Non-inhibitor 0.8245 P-glycoprotein inhibitor II Inhibitor 0.5925 Renal organic cation transporter Non-inhibitor 0.9022 CYP450 2C9 substrate Non-substrate 0.7028 CYP450 2D6 substrate Non-substrate 0.8098 CYP450 3A4 substrate Substrate 0.6014 CYP450 1A2 substrate Non-inhibitor 0.6591 CYP450 2C9 inhibitor Non-inhibitor 0.6197 CYP450 2D6 inhibitor Non-inhibitor 0.8344 CYP450 2C19 inhibitor Inhibitor 0.5573 CYP450 3A4 inhibitor Non-inhibitor 0.5906 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.731 Ames test Non AMES toxic 0.6785 Carcinogenicity Non-carcinogens 0.8321 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.9141 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9833 hERG inhibition (predictor II) Non-inhibitor 0.8537
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0f6t-0015900000-74979b05bb28630982d6 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-0200900000-aa575dcfb02894f04621 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-0464900000-b32a07c0d0dcbfa99821 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0fkc-0927800000-f8d50685327f78506bf7 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4j-3910700000-4efc56ac2f1f7794f605 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0fl3-0924400000-3aaae545147e1fb17bb4 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]- 215.19748 predictedDeepCCS 1.0 (2019) [M+H]+ 217.59305 predictedDeepCCS 1.0 (2019) [M+Na]+ 223.50557 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
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52