N-(2-AMINOETHYL)-2-{3-CHLORO-4-[(4-ISOPROPYLBENZYL)OXY]PHENYL} ACETAMIDE
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Identification
- Generic Name
- N-(2-AMINOETHYL)-2-{3-CHLORO-4-[(4-ISOPROPYLBENZYL)OXY]PHENYL} ACETAMIDE
- DrugBank Accession Number
- DB08610
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 360.878
Monoisotopic: 360.160455761 - Chemical Formula
- C20H25ClN2O2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, 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
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- 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 aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Monoterpenoids
- Direct Parent
- Aromatic monoterpenoids
- Alternative Parents
- Phenylacetamides / Monocyclic monoterpenoids / Cumenes / Phenylpropanes / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Chlorobenzenes / Aryl chlorides / Secondary carboxylic acid amides show 7 more
- Substituents
- Alkyl aryl ether / Amine / Amino acid or derivatives / Aromatic homomonocyclic compound / Aromatic monoterpenoid / Aryl chloride / Aryl halide / Benzenoid / Carbonyl group / Carboxamide group 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
- DFXJYVQAAFOZDP-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H25ClN2O2/c1-14(2)17-6-3-15(4-7-17)13-25-19-8-5-16(11-18(19)21)12-20(24)23-10-9-22/h3-8,11,14H,9-10,12-13,22H2,1-2H3,(H,23,24)
- IUPAC Name
- N-(2-aminoethyl)-2-(3-chloro-4-{[4-(propan-2-yl)phenyl]methoxy}phenyl)acetamide
- SMILES
- CC(C)C1=CC=C(COC2=C(Cl)C=C(CC(=O)NCCN)C=C2)C=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 6102763
- PubChem Substance
- 99445081
- ChemSpider
- 4810271
- ZINC
- ZINC000016051834
- PDBe Ligand
- TF3
- PDB Entries
- 2bu7 / 4v25 / 4v26 / 5m4k / 5m4m / 5m4n / 5m4p / 6tmp / 6tmq / 6tmz … show 2 more
Clinical Trials
- Clinical Trials
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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 0.000419 mg/mL ALOGPS logP 3.58 ALOGPS logP 3.65 Chemaxon logS -5.9 ALOGPS pKa (Strongest Acidic) 14.94 Chemaxon pKa (Strongest Basic) 9.16 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 64.35 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 102.11 m3·mol-1 Chemaxon Polarizability 40.66 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 + 0.9885 Blood Brain Barrier + 0.8264 Caco-2 permeable + 0.5773 P-glycoprotein substrate Substrate 0.7419 P-glycoprotein inhibitor I Non-inhibitor 0.5446 P-glycoprotein inhibitor II Non-inhibitor 0.9565 Renal organic cation transporter Non-inhibitor 0.6641 CYP450 2C9 substrate Non-substrate 0.8729 CYP450 2D6 substrate Non-substrate 0.5845 CYP450 3A4 substrate Substrate 0.6065 CYP450 1A2 substrate Inhibitor 0.8071 CYP450 2C9 inhibitor Inhibitor 0.5 CYP450 2D6 inhibitor Inhibitor 0.5265 CYP450 2C19 inhibitor Inhibitor 0.8628 CYP450 3A4 inhibitor Inhibitor 0.55 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7032 Ames test Non AMES toxic 0.6399 Carcinogenicity Non-carcinogens 0.7085 Biodegradation Not ready biodegradable 0.9965 Rat acute toxicity 2.4805 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9048 hERG inhibition (predictor II) Inhibitor 0.7672
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03dl-3109000000-95affd70c2817c9ae9d3 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0k96-0349000000-9486df0cf4695a573e95 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0920000000-9c90cc236a12b84472fc Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-9105000000-728421d3aed2a3e7d155 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-000x-3930000000-0a97dedc5ed70e387b52 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-9721000000-cc1eddebc428b9655ef6 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]- 183.99898 predictedDeepCCS 1.0 (2019) [M+H]+ 186.37105 predictedDeepCCS 1.0 (2019) [M+Na]+ 193.65765 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Kinase that plays a key role in the regulation of glucose and fatty acid metabolism and homeostasis via phosphorylation of the pyruvate dehydrogenase subunits PDHA1 and PDHA2. This inhibits pyruvate dehydrogenase activity, and thereby regulates metabolite flux through the tricarboxylic acid cycle, down-regulates aerobic respiration and inhibits the formation of acetyl-coenzyme A from pyruvate. Inhibition of pyruvate dehydrogenase decreases glucose utilization and increases fat metabolism. Mediates cellular responses to insulin. Plays an important role in maintaining normal blood glucose levels and in metabolic adaptation to nutrient availability. Via its regulation of pyruvate dehydrogenase activity, plays an important role in maintaining normal blood pH and in preventing the accumulation of ketone bodies under starvation. Plays a role in the regulation of cell proliferation and in resistance to apoptosis under oxidative stress. Plays a role in p53/TP53-mediated apoptosis.
- Specific Function
- ATP binding
- Gene Name
- PDK2
- Uniprot ID
- Q15119
- Uniprot Name
- [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
- Molecular Weight
- 46153.39 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