4-[3-(dibenzylamino)phenyl]-2,4-dioxobutanoic acid

Identification

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Name
4-[3-(dibenzylamino)phenyl]-2,4-dioxobutanoic acid
Accession Number
DB08147
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: 387.4278
Monoisotopic: 387.147058165
Chemical Formula
C24H21NO4
InChI Key
RMWVENXKUQXLPW-UHFFFAOYSA-N
InChI
InChI=1S/C24H21NO4/c26-22(15-23(27)24(28)29)20-12-7-13-21(14-20)25(16-18-8-3-1-4-9-18)17-19-10-5-2-6-11-19/h1-14H,15-17H2,(H,28,29)
IUPAC Name
4-[3-(dibenzylamino)phenyl]-2,4-dioxobutanoic acid
SMILES
OC(=O)C(=O)CC(=O)C1=CC=CC(=C1)N(CC1=CC=CC=C1)CC1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTyrosine-protein phosphatase non-receptor type 1Not 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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
510684
PubChem Substance
99444618
ChemSpider
445663
BindingDB
50341992
ChEMBL
CHEMBL1234135
HET
LZQ
PDB Entries
3eb1

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 Solubility0.000881 mg/mLALOGPS
logP3.85ALOGPS
logP4.92ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)3.1ChemAxon
pKa (Strongest Basic)1.75ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area74.68 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity111.8 m3·mol-1ChemAxon
Polarizability40.96 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8298
Blood Brain Barrier+0.8932
Caco-2 permeable-0.5084
P-glycoprotein substrateNon-substrate0.6867
P-glycoprotein inhibitor INon-inhibitor0.8101
P-glycoprotein inhibitor IINon-inhibitor0.8442
Renal organic cation transporterNon-inhibitor0.7367
CYP450 2C9 substrateNon-substrate0.8402
CYP450 2D6 substrateNon-substrate0.875
CYP450 3A4 substrateNon-substrate0.6595
CYP450 1A2 substrateNon-inhibitor0.6648
CYP450 2C9 inhibitorNon-inhibitor0.8629
CYP450 2D6 inhibitorNon-inhibitor0.8058
CYP450 2C19 inhibitorNon-inhibitor0.7589
CYP450 3A4 inhibitorNon-inhibitor0.9064
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9029
Ames testNon AMES toxic0.6578
CarcinogenicityNon-carcinogens0.7234
BiodegradationNot ready biodegradable0.9084
Rat acute toxicity2.1924 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9444
hERG inhibition (predictor II)Non-inhibitor0.8605
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 phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylmethylamines
Direct Parent
Phenylbenzamines
Alternative Parents
Alkyl-phenylketones / Butyrophenones / Aniline and substituted anilines / Aryl alkyl ketones / Benzoyl derivatives / Benzylamines / Dialkylarylamines / Gamma-keto acids and derivatives / Beta-diketones / Aralkylamines
show 8 more
Substituents
Phenylbenzamine / Alkyl-phenylketone / Butyrophenone / Phenylketone / Benzoyl / Benzylamine / Gamma-keto acid / Tertiary aliphatic/aromatic amine / Aryl ketone / Aryl alkyl ketone
show 25 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

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
Molecular Weight
49966.44 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 September 15, 2010 15:28 / Updated on June 04, 2019 06:53