(5R)-5-[(1E)-BUTA-1,3-DIENYL]-4-HYDROXY-3,5-DIMETHYLTHIOPHEN-2(5H)-ONE
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Identification
- Generic Name
- (5R)-5-[(1E)-BUTA-1,3-DIENYL]-4-HYDROXY-3,5-DIMETHYLTHIOPHEN-2(5H)-ONE
- DrugBank Accession Number
- DB08628
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 196.266
Monoisotopic: 196.055800318 - Chemical Formula
- C10H12O2S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U3-oxoacyl-[acyl-carrier-protein] synthase 1 Not Available Escherichia coli (strain K12) - 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 dihydrothiophenes. These are compounds containing a dihydrothiophene moiety, which is a thiophene derivative with only one double bond.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Dihydrothiophenes
- Sub Class
- Not Available
- Direct Parent
- Dihydrothiophenes
- Alternative Parents
- Vinylogous acids / Carbothioic S-lactones / Thioesters / Enols / Carboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- 2,5-dihydrothiophene / Aliphatic heteromonocyclic compound / Carbonyl group / Carbothioic s-lactone / Carboxylic acid derivative / Enol / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organooxygen compound
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- TXGVAQMIEXZDPM-BRAIEQGRSA-N
- InChI
- InChI=1S/C10H12O2S/c1-4-5-6-10(3)8(11)7(2)9(12)13-10/h4-6,11H,1H2,2-3H3/b6-5+/t10-/m1/s1
- IUPAC Name
- (5R)-5-[(1E)-buta-1,3-dien-1-yl]-4-hydroxy-3,5-dimethyl-2,5-dihydrothiophen-2-one
- SMILES
- CC1=C(O)[C@](C)(SC1=O)\C=C\C=C
References
- General References
- Not Available
- External Links
- PDB Entries
- 2aqb
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 0.582 mg/mL ALOGPS logP 1.93 ALOGPS logP 2.3 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 6.56 Chemaxon pKa (Strongest Basic) -6.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.3 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 57.73 m3·mol-1 Chemaxon Polarizability 20.57 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9935 Blood Brain Barrier + 0.9201 Caco-2 permeable + 0.5912 P-glycoprotein substrate Non-substrate 0.6268 P-glycoprotein inhibitor I Non-inhibitor 0.6222 P-glycoprotein inhibitor II Non-inhibitor 0.9657 Renal organic cation transporter Non-inhibitor 0.8674 CYP450 2C9 substrate Non-substrate 0.7789 CYP450 2D6 substrate Non-substrate 0.8694 CYP450 3A4 substrate Non-substrate 0.5712 CYP450 1A2 substrate Non-inhibitor 0.8928 CYP450 2C9 inhibitor Non-inhibitor 0.901 CYP450 2D6 inhibitor Non-inhibitor 0.916 CYP450 2C19 inhibitor Non-inhibitor 0.8648 CYP450 3A4 inhibitor Non-inhibitor 0.8993 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5729 Ames test Non AMES toxic 0.8564 Carcinogenicity Non-carcinogens 0.7684 Biodegradation Not ready biodegradable 0.8566 Rat acute toxicity 2.5197 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9822 hERG inhibition (predictor II) Non-inhibitor 0.9567
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-06wc-6900000000-997895d29a78a6d7ff13 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-1900000000-5c52d7c6cb250dadcc02 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-052b-0900000000-868883c3c964d21cd139 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0543-9500000000-48fb437200a09867f4aa Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0005-3900000000-d86cc78d0cd9d99c6e25 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0zi0-9300000000-07df6ebc5e315c8b0402 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-9500000000-0ee9a423687260008356 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]- 141.98422 predictedDeepCCS 1.0 (2019) [M+H]+ 144.37979 predictedDeepCCS 1.0 (2019) [M+Na]+ 150.29233 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- 3-oxoacyl-[acyl-carrier-protein] synthase activity
- Specific Function
- Catalyzes the condensation reaction of fatty acid synthesis by the addition to an acyl acceptor of two carbons from malonyl-ACP. Specific for elongation from C-10 to unsaturated C-16 and C-18 fatty...
- Gene Name
- fabB
- Uniprot ID
- P0A953
- Uniprot Name
- 3-oxoacyl-[acyl-carrier-protein] synthase 1
- Molecular Weight
- 42612.995 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 21:33 / Updated at June 12, 2020 16:52