4-{2-[(3-Nitrobenzoyl)Amino]Phenoxy}Phthalic Acid

Identification

Name
4-{2-[(3-Nitrobenzoyl)Amino]Phenoxy}Phthalic Acid
Accession Number
DB04044  (EXPT00061)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 422.3445
Monoisotopic: 422.075015434
Chemical Formula
C21H14N2O8
InChI Key
NAQUAVBNIYTIIS-UHFFFAOYSA-N
InChI
InChI=1S/C21H14N2O8/c24-19(12-4-3-5-13(10-12)23(29)30)22-17-6-1-2-7-18(17)31-14-8-9-15(20(25)26)16(11-14)21(27)28/h1-11H,(H,22,24)(H,25,26)(H,27,28)
IUPAC Name
4-[2-(3-nitrobenzamido)phenoxy]benzene-1,2-dicarboxylic acid
SMILES
OC(=O)C1=C(C=C(OC2=C(NC(=O)C3=CC(=CC=C3)[N+]([O-])=O)C=CC=C2)C=C1)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGlycogen phosphorylase, muscle formNot AvailableHumans
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
657140
PubChem Substance
46507160
ChemSpider
571330
BindingDB
50149303
ChEMBL
CHEMBL326611
ZINC
ZINC000012504111
PDBe Ligand
194
PDB Entries
1z6p

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility0.00235 mg/mLALOGPS
logP3.09ALOGPS
logP3.82ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)2.84ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area158.75 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity109.67 m3·mol-1ChemAxon
Polarizability40.08 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6407
Blood Brain Barrier+0.6919
Caco-2 permeable-0.5053
P-glycoprotein substrateNon-substrate0.7417
P-glycoprotein inhibitor INon-inhibitor0.8522
P-glycoprotein inhibitor IINon-inhibitor0.8045
Renal organic cation transporterNon-inhibitor0.937
CYP450 2C9 substrateNon-substrate0.7175
CYP450 2D6 substrateNon-substrate0.8423
CYP450 3A4 substrateSubstrate0.5148
CYP450 1A2 substrateNon-inhibitor0.867
CYP450 2C9 inhibitorInhibitor0.647
CYP450 2D6 inhibitorNon-inhibitor0.9676
CYP450 2C19 inhibitorNon-inhibitor0.521
CYP450 3A4 inhibitorNon-inhibitor0.9295
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5844
Ames testAMES toxic0.9383
CarcinogenicityNon-carcinogens0.6117
BiodegradationNot ready biodegradable0.8301
Rat acute toxicity2.2888 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.96
hERG inhibition (predictor II)Non-inhibitor0.8429
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Anilides
Direct Parent
Benzanilides
Alternative Parents
Diphenylethers / Diarylethers / Benzamides / Benzoic acids / Nitrobenzenes / Benzoyl derivatives / Nitroaromatic compounds / Phenol ethers / Phenoxy compounds / Dicarboxylic acids and derivatives
show 8 more
Substituents
Benzanilide / Diphenylether / Diaryl ether / Benzamide / Benzoic acid or derivatives / Benzoic acid / Nitrobenzene / Phenoxy compound / Nitroaromatic compound / Benzoyl
show 21 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Pyridoxal phosphate binding
Specific Function
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known ...
Gene Name
PYGM
Uniprot ID
P11217
Uniprot Name
Glycogen phosphorylase, muscle form
Molecular Weight
97091.265 Da
References
  1. 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on March 01, 2020 19:17

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