4-[(3-CHLORO-4-{[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]AMINO}PHENYL)SULFONYL]-N,N-DIMETHYLBENZAMIDE
Identification
- Generic Name
- 4-[(3-CHLORO-4-{[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]AMINO}PHENYL)SULFONYL]-N,N-DIMETHYLBENZAMIDE
- DrugBank Accession Number
- DB07403
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 4-[(3-CHLORO-4-{[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]AMINO}PHENYL)SULFONYL]-N,N-DIMETHYLBENZAMIDE (DB07403)
- Weight
- Average: 478.87
Monoisotopic: 478.057704708 - Chemical Formula
- C19H18ClF3N2O5S
- 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 U[Pyruvate dehydrogenase [lipoamide]] kinase isozyme 1, 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 benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Benzamides
- Alternative Parents
- Anilides / Benzenesulfonyl compounds / Benzoyl derivatives / N-arylamides / Chlorobenzenes / Aryl chlorides / Tertiary carboxylic acid amides / Tertiary alcohols / Sulfones / Fluorohydrins show 8 more
- Substituents
- Alcohol / Alkyl fluoride / Alkyl halide / Anilide / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Benzamide / Benzenesulfonyl group / Benzoyl show 24 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
- DTDZLJHKVNTQGZ-GOSISDBHSA-N
- InChI
- InChI=1S/C19H18ClF3N2O5S/c1-18(28,19(21,22)23)17(27)24-15-9-8-13(10-14(15)20)31(29,30)12-6-4-11(5-7-12)16(26)25(2)3/h4-10,28H,1-3H3,(H,24,27)/t18-/m1/s1
- IUPAC Name
- 4-{3-chloro-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanamido]benzenesulfonyl}-N,N-dimethylbenzamide
- SMILES
- CN(C)C(=O)C1=CC=C(C=C1)S(=O)(=O)C1=CC=C(NC(=O)[C@@](C)(O)C(F)(F)F)C(Cl)=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 16741245
- PubChem Substance
- 99443874
- ChemSpider
- 20572552
- BindingDB
- 50236535
- ChEMBL
- CHEMBL1231132
- ZINC
- ZINC000001547088
- PDBe Ligand
- AZX
- PDB Entries
- 2q8g
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 0.00392 mg/mL ALOGPS logP 2.48 ALOGPS logP 2.85 Chemaxon logS -5.1 ALOGPS pKa (Strongest Acidic) 9.44 Chemaxon pKa (Strongest Basic) -1.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 103.78 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 109.74 m3·mol-1 Chemaxon Polarizability 42.55 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 + 0.8847 Blood Brain Barrier + 0.6641 Caco-2 permeable - 0.5701 P-glycoprotein substrate Non-substrate 0.6251 P-glycoprotein inhibitor I Non-inhibitor 0.7204 P-glycoprotein inhibitor II Non-inhibitor 0.852 Renal organic cation transporter Non-inhibitor 0.9488 CYP450 2C9 substrate Non-substrate 0.6184 CYP450 2D6 substrate Non-substrate 0.8024 CYP450 3A4 substrate Substrate 0.5426 CYP450 1A2 substrate Non-inhibitor 0.6945 CYP450 2C9 inhibitor Non-inhibitor 0.5701 CYP450 2D6 inhibitor Non-inhibitor 0.8719 CYP450 2C19 inhibitor Inhibitor 0.5471 CYP450 3A4 inhibitor Inhibitor 0.5841 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7408 Ames test Non AMES toxic 0.7149 Carcinogenicity Carcinogens 0.5991 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.4658 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9954 hERG inhibition (predictor II) Non-inhibitor 0.6522
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key 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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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Pyruvate dehydrogenase (acetyl-transferring) kinase activity
- Specific Function
- Kinase that plays a key role in regulation of glucose and fatty acid metabolism and homeostasis via phosphorylation of the pyruvate dehydrogenase subunits PDHA1 and PDHA2. This inhibits pyruvate de...
- Gene Name
- PDK1
- Uniprot ID
- Q15118
- Uniprot Name
- [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
- Molecular Weight
- 49243.765 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 21:21 / Updated at June 12, 2020 16:52