N-Ethylretinamide
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Identification
- Generic Name
- N-Ethylretinamide
- DrugBank Accession Number
- DB03917
- Background
N-Ethylretinamide is the ethylamide of all-trans B-retinoic acid.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 327.5035
Monoisotopic: 327.256214683 - Chemical Formula
- C22H33NO
- Synonyms
- all-trans-N-Ethylretinamide
- Ethyl retinamide
- Vitamin A acid ethylamide
- External IDs
- Ro 8-4968
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Retinoids
- Direct Parent
- Retinoids
- Alternative Parents
- Diterpenoids / N-acyl amines / Secondary carboxylic acid amides / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic homomonocyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Diterpenoid / Hydrocarbon derivative / N-acyl-amine / Organic nitrogen compound / Organic oxide / Organic oxygen compound
- Molecular Framework
- Aliphatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6LM987K76Y
- CAS number
- 33631-41-3
- InChI Key
- WKYDOCGICAMTKE-NBIQJRODSA-N
- InChI
- InChI=1S/C22H33NO/c1-7-23-21(24)16-18(3)11-8-10-17(2)13-14-20-19(4)12-9-15-22(20,5)6/h8,10-11,13-14,16H,7,9,12,15H2,1-6H3,(H,23,24)/b11-8+,14-13+,17-10+,18-16+
- IUPAC Name
- (2E,4E,6E,8E)-N-ethyl-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
- SMILES
- CCNC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5288173
- PubChem Substance
- 46506461
- ChemSpider
- 4450394
- BindingDB
- 50092057
- ChEMBL
- CHEMBL418471
- ZINC
- ZINC000012504028
- PDBe Ligand
- ETR
- PDB Entries
- 1erb
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 0.00332 mg/mL ALOGPS logP 6.05 ALOGPS logP 4.79 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 16.31 Chemaxon pKa (Strongest Basic) -0.22 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 29.1 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 109.26 m3·mol-1 Chemaxon Polarizability 41.35 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 + 1.0 Blood Brain Barrier + 0.9912 Caco-2 permeable + 0.6316 P-glycoprotein substrate Non-substrate 0.5714 P-glycoprotein inhibitor I Inhibitor 0.5609 P-glycoprotein inhibitor II Inhibitor 0.5 Renal organic cation transporter Non-inhibitor 0.7801 CYP450 2C9 substrate Non-substrate 0.8573 CYP450 2D6 substrate Non-substrate 0.7745 CYP450 3A4 substrate Substrate 0.5901 CYP450 1A2 substrate Non-inhibitor 0.6692 CYP450 2C9 inhibitor Non-inhibitor 0.6354 CYP450 2D6 inhibitor Non-inhibitor 0.8758 CYP450 2C19 inhibitor Non-inhibitor 0.6945 CYP450 3A4 inhibitor Non-inhibitor 0.6581 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5861 Ames test Non AMES toxic 0.8474 Carcinogenicity Non-carcinogens 0.745 Biodegradation Not ready biodegradable 0.5692 Rat acute toxicity 2.0384 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9638 hERG inhibition (predictor II) Non-inhibitor 0.8589
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-02a9-0491000000-416685bceaa60d8385b1 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001l-2091000000-87630087585d7cc50f93 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9081000000-ebba4cb698c1d093d18e Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-1590000000-b19b1a79aca5df8e43f3 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9220000000-88c2bc325f987646483c Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0596-3941000000-7456d74a2694c3ba7954 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]- 194.77382 predictedDeepCCS 1.0 (2019) [M+H]+ 197.13182 predictedDeepCCS 1.0 (2019) [M+Na]+ 204.22966 predictedDeepCCS 1.0 (2019)
Carriers
1. DetailsRetinol-binding protein 4
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Retinol transporter activity
- Specific Function
- Delivers retinol from the liver stores to the peripheral tissues. In plasma, the RBP-retinol complex interacts with transthyretin, this prevents its loss by filtration through the kidney glomeruli.
- Gene Name
- RBP4
- Uniprot ID
- P02753
- Uniprot Name
- Retinol-binding protein 4
- Molecular Weight
- 23009.8 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52