Identification
- Generic Name
- (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide
- DrugBank Accession Number
- DB08172
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide (DB08172)
- Weight
- Average: 342.776
Monoisotopic: 342.077120063 - Chemical Formula
- C18H15ClN2O3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UDihydroorotate dehydrogenase (quinone), mitochondrial 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.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 chlorinated biphenyls. These are organic compounds containing at least one chlorine atom attached to either benzene ring of the biphenyl moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Biphenyls and derivatives
- Direct Parent
- Chlorinated biphenyls
- Alternative Parents
- Anilides / Phenoxy compounds / Anisoles / N-arylamides / Methoxybenzenes / Alkyl aryl ethers / Chlorobenzenes / Aryl chlorides / Vinylogous acids / Secondary carboxylic acid amides show 7 more
- Substituents
- Alkyl aryl ether / Anilide / Anisole / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Carbonitrile / Carbonyl group / Carboxamide group / Carboxylic acid derivative show 21 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- YUDQXOMZBLEWBH-KAMYIIQDSA-N
- InChI
- InChI=1S/C18H15ClN2O3/c1-11(22)14(10-20)18(23)21-16-8-7-12(9-15(16)19)13-5-3-4-6-17(13)24-2/h3-9,22H,1-2H3,(H,21,23)/b14-11-
- IUPAC Name
- (2Z)-N-[2-chloro-4-(2-methoxyphenyl)phenyl]-2-cyano-3-hydroxybut-2-enamide
- SMILES
- COC1=CC=CC=C1C1=CC(Cl)=C(NC(=O)C(\C#N)=C(\C)O)C=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 54727975
- PubChem Substance
- 99444643
- ChemSpider
- 24700256
- ChEMBL
- CHEMBL483161
- ZINC
- ZINC000100036440
- PDBe Ligand
- MDY
- PDB Entries
- 3g0u
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 0.00411 mg/mL ALOGPS logP 3.77 ALOGPS logP 3.35 ChemAxon logS -4.9 ALOGPS pKa (Strongest Acidic) 5.84 ChemAxon pKa (Strongest Basic) -3.3 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 82.35 Å2 ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 94.82 m3·mol-1 ChemAxon Polarizability 34.93 Å3 ChemAxon Number of Rings 2 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 + 0.9852 Blood Brain Barrier - 0.5678 Caco-2 permeable + 0.552 P-glycoprotein substrate Non-substrate 0.6834 P-glycoprotein inhibitor I Non-inhibitor 0.6573 P-glycoprotein inhibitor II Inhibitor 0.5079 Renal organic cation transporter Non-inhibitor 0.9048 CYP450 2C9 substrate Non-substrate 0.7312 CYP450 2D6 substrate Non-substrate 0.8092 CYP450 3A4 substrate Substrate 0.6081 CYP450 1A2 substrate Inhibitor 0.6658 CYP450 2C9 inhibitor Inhibitor 0.5531 CYP450 2D6 inhibitor Non-inhibitor 0.8555 CYP450 2C19 inhibitor Non-inhibitor 0.6391 CYP450 3A4 inhibitor Inhibitor 0.7697 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8633 Ames test Non AMES toxic 0.5963 Carcinogenicity Non-carcinogens 0.6456 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.3190 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9835 hERG inhibition (predictor II) Non-inhibitor 0.7147
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquinone binding
- Specific Function
- Catalyzes the conversion of dihydroorotate to orotate with quinone as electron acceptor.
- Gene Name
- DHODH
- Uniprot ID
- Q02127
- Uniprot Name
- Dihydroorotate dehydrogenase (quinone), mitochondrial
- Molecular Weight
- 42866.93 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 21:29 / Updated at June 12, 2020 16:52