N-[2-(1-maleimidyl)ethyl]-7-diethylaminocoumarin-3-carboxamide
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Identification
- Generic Name
- N-[2-(1-maleimidyl)ethyl]-7-diethylaminocoumarin-3-carboxamide
- DrugBank Accession Number
- DB02799
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 383.3978
Monoisotopic: 383.148120797 - Chemical Formula
- C20H21N3O5
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPhosphate-binding protein PstS 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 coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Coumarins and derivatives
- Sub Class
- Not Available
- Direct Parent
- Coumarins and derivatives
- Alternative Parents
- 1-benzopyrans / Dialkylarylamines / Pyranones and derivatives / Pyrrolidine-2-ones / N-substituted carboxylic acid imides / Benzenoids / Heteroaromatic compounds / Dicarboximides / Secondary carboxylic acid amides / Amino acids and derivatives show 8 more
- Substituents
- 1-benzopyran / 2-pyrrolidone / Amine / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzopyran / Carbonyl group / Carboxamide group show 25 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- pyrrolidinone, dicarboximide, monocarboxylic acid amide, coumarins (CHEBI:43964)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- OJBZDUMTXGGVSP-KTKRTIGZSA-N
- InChI
- InChI=1S/C20H21N3O5/c1-3-22(4-2)14-6-5-13-11-15(20(27)28-16(13)12-14)19(26)21-9-10-23-17(24)7-8-18(23)25/h5-6,9-12H,3-4,7-8H2,1-2H3,(H,21,26)/b10-9-
- IUPAC Name
- 7-(diethylamino)-N-[(1Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide
- SMILES
- CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)N\C=C/N1C(=O)CCC1=O)C(=O)O2
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5288792
- PubChem Substance
- 46507612
- ChemSpider
- 4450884
- ZINC
- ZINC000033821404
- PDBe Ligand
- MDC
- PDB Entries
- 1a54 / 7ry1
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 0.0984 mg/mL ALOGPS logP 1.99 ALOGPS logP 0.74 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 13.66 Chemaxon pKa (Strongest Basic) 4.16 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 96.02 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 102.85 m3·mol-1 Chemaxon Polarizability 40.14 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9579 Blood Brain Barrier + 0.8584 Caco-2 permeable + 0.587 P-glycoprotein substrate Substrate 0.8236 P-glycoprotein inhibitor I Inhibitor 0.616 P-glycoprotein inhibitor II Non-inhibitor 0.9349 Renal organic cation transporter Non-inhibitor 0.7033 CYP450 2C9 substrate Non-substrate 0.8128 CYP450 2D6 substrate Non-substrate 0.818 CYP450 3A4 substrate Substrate 0.6549 CYP450 1A2 substrate Non-inhibitor 0.7328 CYP450 2C9 inhibitor Non-inhibitor 0.7695 CYP450 2D6 inhibitor Non-inhibitor 0.8724 CYP450 2C19 inhibitor Non-inhibitor 0.5334 CYP450 3A4 inhibitor Inhibitor 0.5498 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5207 Ames test Non AMES toxic 0.6283 Carcinogenicity Non-carcinogens 0.8763 Biodegradation Not ready biodegradable 0.9571 Rat acute toxicity 2.4678 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.6436 hERG inhibition (predictor II) Non-inhibitor 0.7992
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-001l-0359000000-a5024532d9a9f90c28f0 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-0059000000-eb5c03d1cc87779dea74 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-0195000000-d84dea3ccd6b9a9fda60 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0udl-2129000000-518ead6353a423f13bd2 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03xu-0192000000-8f98b0fa69cf8a6b3536 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0174-6239000000-2f7f0cf0b919b8e64a00 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]- 189.35326 predictedDeepCCS 1.0 (2019) [M+H]+ 191.71126 predictedDeepCCS 1.0 (2019) [M+Na]+ 198.679 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsPhosphate-binding protein PstS
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Phosphate ion transmembrane-transporting atpase activity
- Specific Function
- Part of the ABC transporter complex PstSACB involved in phosphate import.
- Gene Name
- pstS
- Uniprot ID
- P0AG82
- Uniprot Name
- Phosphate-binding protein PstS
- Molecular Weight
- 37023.665 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 August 28, 2020 01:48