(5Z)-3-(4-CHLOROPHENYL)-4-HYDROXY-5-(1-NAPHTHYLMETHYLENE)FURAN-2(5H)-ONE
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Identification
- Generic Name
- (5Z)-3-(4-CHLOROPHENYL)-4-HYDROXY-5-(1-NAPHTHYLMETHYLENE)FURAN-2(5H)-ONE
- DrugBank Accession Number
- DB07296
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 348.779
Monoisotopic: 348.055321989 - Chemical Formula
- C21H13ClO3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UUDP-N-acetylenolpyruvoylglucosamine reductase 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 naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Naphthalenes
- Sub Class
- Not Available
- Direct Parent
- Naphthalenes
- Alternative Parents
- Chlorobenzenes / Butenolides / Aryl chlorides / Vinylogous acids / Enol esters / Enoate esters / Lactones / Oxacyclic compounds / Monocarboxylic acids and derivatives / Enols show 4 more
- Substituents
- 2-furanone / Alpha,beta-unsaturated carboxylic ester / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Chlorobenzene / Dihydrofuran show 17 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- butenolide, monochlorobenzenes, naphthalenes (CHEBI:47186)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- PLGHLEBIWUQEPR-PDGQHHTCSA-N
- InChI
- InChI=1S/C21H13ClO3/c22-16-10-8-14(9-11-16)19-20(23)18(25-21(19)24)12-15-6-3-5-13-4-1-2-7-17(13)15/h1-12,23H/b18-12-
- IUPAC Name
- (5Z)-3-(4-chlorophenyl)-4-hydroxy-5-[(naphthalen-1-yl)methylidene]-2,5-dihydrofuran-2-one
- SMILES
- OC1=C(C(=O)O\C1=C/C1=CC=CC2=CC=CC=C12)C1=CC=C(Cl)C=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 54682555
- PubChem Substance
- 99443767
- ChemSpider
- 22376418
- ChEMBL
- CHEMBL197865
- ZINC
- ZINC000028565517
- PDBe Ligand
- 973
- PDB Entries
- 2q85
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 0.000348 mg/mL ALOGPS logP 5.23 ALOGPS logP 4.95 Chemaxon logS -6 ALOGPS pKa (Strongest Acidic) 6.56 Chemaxon pKa (Strongest Basic) -6.5 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 46.53 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 99.38 m3·mol-1 Chemaxon Polarizability 36.97 Å3 Chemaxon Number of Rings 4 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 + 1.0 Blood Brain Barrier + 0.8493 Caco-2 permeable + 0.5898 P-glycoprotein substrate Non-substrate 0.6274 P-glycoprotein inhibitor I Non-inhibitor 0.668 P-glycoprotein inhibitor II Non-inhibitor 0.812 Renal organic cation transporter Non-inhibitor 0.852 CYP450 2C9 substrate Non-substrate 0.7952 CYP450 2D6 substrate Non-substrate 0.8998 CYP450 3A4 substrate Non-substrate 0.6129 CYP450 1A2 substrate Non-inhibitor 0.6084 CYP450 2C9 inhibitor Non-inhibitor 0.5627 CYP450 2D6 inhibitor Non-inhibitor 0.864 CYP450 2C19 inhibitor Non-inhibitor 0.6841 CYP450 3A4 inhibitor Non-inhibitor 0.7876 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6568 Ames test Non AMES toxic 0.646 Carcinogenicity Non-carcinogens 0.8847 Biodegradation Not ready biodegradable 0.9911 Rat acute toxicity 2.7907 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9554 hERG inhibition (predictor II) Non-inhibitor 0.9015
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0uk9-0901000000-46a995884dfccc712ee3 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0009000000-d25aa71abb9e72d717e8 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-0009000000-208b5264c36ee5f250fd Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-0309000000-b73f449fd222bf84ef8a Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0109000000-42a6c43f937f10ebd2c9 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0gb9-4920000000-b6bbadad7dbbb2800098 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0ugi-1900000000-919faf87a7b5176c8e40 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]- 178.8083 predictedDeepCCS 1.0 (2019) [M+H]+ 181.1663 predictedDeepCCS 1.0 (2019) [M+Na]+ 188.17184 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Udp-n-acetylmuramate dehydrogenase activity
- Specific Function
- Cell wall formation.
- Gene Name
- murB
- Uniprot ID
- P08373
- Uniprot Name
- UDP-N-acetylenolpyruvoylglucosamine reductase
- Molecular Weight
- 37850.835 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 21:20 / Updated at June 12, 2020 16:52