NAV

5-(2-Fluoro-5-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]-1-propen-1-yl}phenyl)-1,2-oxazole-3-carboxylic acid

Identification

Generic Name
5-(2-Fluoro-5-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]-1-propen-1-yl}phenyl)-1,2-oxazole-3-carboxylic acid
DrugBank Accession Number
DB02014
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
 3D
Similar Structures
Weight
Average: 413.3526
Monoisotopic: 413.091080076
Chemical Formula
C21H16FNO7
Synonyms
  • 5-{2-fluoro-5-[3-(3-hydroxy-2-methoxycarbonyl-phenoxy)-propenyl]-phenyl}-isoxazole-3-carboxylic acid
External IDs
  • Compound 9

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Target Actions Organism
UTyrosine-protein phosphatase non-receptor type 1 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/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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 byClassyfire
Description
This compound belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
o-Hydroxybenzoic acid esters
Alternative Parents
Salicylic acid and derivatives/Styrenes/Phenoxy compounds/Phenol ethers/Benzoyl derivatives/1-hydroxy-2-unsubstituted benzenoids/1-hydroxy-4-unsubstituted benzenoids/Alkyl aryl ethers/Fluorobenzenes/Aryl fluorides
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Substituents
1-hydroxy-2-unsubstituted benzenoid/1-hydroxy-4-unsubstituted benzenoid/Alkyl aryl ether/芳香heteromonocyclic化合物/Aryl fluoride/Aryl halide/Azacycle/Azole/Benzoyl/Carboxylic acid
show 27 more
Molecular Framework
芳香heteromonocyclic化合物s
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QKHWJUMLYAYZFS-ONEGZZNKSA-N
InChI
InChI=1S/C21H16FNO7/c1-28-21(27)19-16(24)5-2-6-17(19)29-9-3-4-12-7-8-14(22)13(10-12)18-11-15(20(25)26)23-30-18/h2-8,10-11,24H,9H2,1H3,(H,25,26)/b4-3+
IUPAC Name
5-{2-fluoro-5-[(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl]phenyl}-1,2-oxazole-3-carboxylic acid
SMILES
COC(=O)C1=C(O)C=CC=C1OC\C=C\C1=CC(C2=CC(=NO2)C(O)=O)=C(F)C=C1

References

一般引用
Not Available
PubChem Compound
447994
PubChem Substance
46506116
ChemSpider
394932
BindingDB
13990
ChEMBL
CHEMBL117869
ZINC
ZINC000002047375
PDBe Ligand
234
PDB Entries
1q1m

Clinical Trials

Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count

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 0.0337 mg/mL ALOGPS
logP 4.29 ALOGPS
logP 4.62 Chemaxon
logS -4.1 ALOGPS
pKa (Strongest Acidic) 3.9 Chemaxon
pKa (Strongest Basic) -3.2 Chemaxon
Physiological Charge -1 Chemaxon
Hydrogen Acceptor Count 6 Chemaxon
Hydrogen Donor Count 2 Chemaxon
Polar Surface Area 119.09 Å2 Chemaxon
Rotatable Bond Count 8 Chemaxon
Refractivity 105.01 m3·mol-1 Chemaxon
Polarizability 40.09 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规则 Yes Chemaxon
Predicted ADMET Features
Property Value Probability
Human Intestinal Absorption + 1.0
Blood Brain Barrier + 0.7297
Caco-2 permeable - 0.5448
P-glycoprotein substrate Non-substrate 0.6615
P-glycoprotein inhibitor I Non-inhibitor 0.8081
P-glycoprotein inhibitor II Non-inhibitor 0.6613
Renal organic cation transporter Non-inhibitor 0.861
CYP450 2C9 substrate Non-substrate 0.8062
CYP450 2D6 substrate Non-substrate 0.8288
CYP450 3A4 substrate Non-substrate 0.5562
CYP450 1A2 substrate Inhibitor 0.5936
CYP450 2C9 inhibitor Inhibitor 0.6453
CYP450 2D6 inhibitor Non-inhibitor 0.883
CYP450 2C19 inhibitor Inhibitor 0.6329
CYP450 3A4 inhibitor Non-inhibitor 0.583
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7756
Ames test Non AMES toxic 0.6832
Carcinogenicity Non-carcinogens 0.8545
Biodegradation Not ready biodegradable 0.9901
Rat acute toxicity 2.4032 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9556
hERG inhibition (predictor II) Non-inhibitor 0.8719
ADMET data is predicted usingadmetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Spectrum Spectrum Type Splash Key
预测MS / MSSpectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available
预测MS / MSSpectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available
预测MS / MSSpectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available
预测MS / MSSpectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available
预测MS / MSSpectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available
预测MS / MSSpectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available

Targets

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Details 1.Tyrosine-protein phosphatase non-receptor type 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Tyrosine-protein phosphatase which acts as a regulator of endoplasmic reticulum unfolded protein response. Mediates dephosphorylation of EIF2AK3/PERK; inactivating the protein kinase activity of EI...
Gene Name
PTPN1
Uniprot ID
P18031
Uniprot Name
Tyrosine-protein phosphatase non-receptor type 1
分子量
49966.44 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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]
  3. 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