4-(1,3-BENZODIOXOL-5-YLOXY)-2-[4-(1H-IMIDAZOL-1-YL)PHENOXY]-6-METHYLPYRIMIDINE
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Identification
- Generic Name
- 4-(1,3-BENZODIOXOL-5-YLOXY)-2-[4-(1H-IMIDAZOL-1-YL)PHENOXY]-6-METHYLPYRIMIDINE
- DrugBank Accession Number
- DB07029
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 388.3761
Monoisotopic: 388.11715502 - Chemical Formula
- C21H16N4O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UNitric oxide synthase, inducible 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 phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Azoles
- Sub Class
- Imidazoles
- Direct Parent
- Phenylimidazoles
- Alternative Parents
- Diarylethers / Benzodioxoles / Phenoxy compounds / Phenol ethers / Pyrimidines and pyrimidine derivatives / N-substituted imidazoles / Heteroaromatic compounds / Oxacyclic compounds / Azacyclic compounds / Acetals show 3 more
- Substituents
- 1-phenylimidazole / Acetal / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzodioxole / Diaryl ether / Ether / Heteroaromatic compound / Hydrocarbon derivative show 11 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- QQBNDYARFVOEGW-UHFFFAOYSA-N
- InChI
- InChI=1S/C21H16N4O4/c1-14-10-20(28-17-6-7-18-19(11-17)27-13-26-18)24-21(23-14)29-16-4-2-15(3-5-16)25-9-8-22-12-25/h2-12H,13H2,1H3
- IUPAC Name
- 4-(2H-1,3-benzodioxol-5-yloxy)-2-[4-(1H-imidazol-1-yl)phenoxy]-6-methylpyrimidine
- SMILES
- CC1=NC(OC2=CC=C(C=C2)N2C=CN=C2)=NC(OC2=CC3=C(OCO3)C=C2)=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 10157080
- PubChem Substance
- 99443500
- ChemSpider
- 8332588
- BindingDB
- 50207104
- ChEMBL
- CHEMBL390674
- ZINC
- ZINC000016052317
- PDBe Ligand
- 391
- PDB Entries
- 2ors
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 0.037 mg/mL ALOGPS logP 3.79 ALOGPS logP 3.84 Chemaxon logS -4 ALOGPS pKa (Strongest Basic) 6.06 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 80.52 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 113.77 m3·mol-1 Chemaxon Polarizability 38.46 Å3 Chemaxon Number of Rings 5 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 + 0.9902 Blood Brain Barrier + 0.9868 Caco-2 permeable + 0.508 P-glycoprotein substrate Non-substrate 0.7655 P-glycoprotein inhibitor I Non-inhibitor 0.5507 P-glycoprotein inhibitor II Non-inhibitor 0.7168 Renal organic cation transporter Non-inhibitor 0.8411 CYP450 2C9 substrate Non-substrate 0.788 CYP450 2D6 substrate Non-substrate 0.8386 CYP450 3A4 substrate Substrate 0.5636 CYP450 1A2 substrate Inhibitor 0.586 CYP450 2C9 inhibitor Non-inhibitor 0.5345 CYP450 2D6 inhibitor Non-inhibitor 0.5144 CYP450 2C19 inhibitor Inhibitor 0.7095 CYP450 3A4 inhibitor Inhibitor 0.7573 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7594 Ames test AMES toxic 0.5539 Carcinogenicity Non-carcinogens 0.8915 Biodegradation Not ready biodegradable 0.6669 Rat acute toxicity 2.1184 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9695 hERG inhibition (predictor II) Non-inhibitor 0.8434
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-114i-4169000000-81470ebb87a6bf5c2a6c Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0009000000-1f61edaadefcedd3f3c2 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0009000000-53cd76c2cf5de7b12311 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0009000000-07cefc65b1d6825b4959 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-06ri-0009000000-5d142045a63ea670ce73 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-1319000000-2a6adfab838461c7cbab Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-01pc-0019000000-5aafe6e69e5476f9a3f2 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]- 187.29692 predictedDeepCCS 1.0 (2019) [M+H]+ 189.65492 predictedDeepCCS 1.0 (2019) [M+Na]+ 196.07549 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsNitric oxide synthase, inducible
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body (PubMed:7504305, PubMed:7531687, PubMed:7544004, PubMed:7682706). In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such PTGS2/COX2 (By similarity). As component of the iNOS-S100A8/9 transnitrosylase complex involved in the selective inflammatory stimulus-dependent S-nitrosylation of GAPDH on 'Cys-247' implicated in regulation of the GAIT complex activity and probably multiple targets including ANXA5, EZR, MSN and VIM (PubMed:25417112). Involved in inflammation, enhances the synthesis of pro-inflammatory mediators such as IL6 and IL8 (PubMed:19688109)
- Specific Function
- Arginine binding
- Gene Name
- NOS2
- Uniprot ID
- P35228
- Uniprot Name
- Nitric oxide synthase, inducible
- Molecular Weight
- 131116.3 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 21:18 / Updated at June 12, 2020 16:52