3',5'-Dinitro-N-Acetyl-L-Thyronine

Identification

Name
3',5'-Dinitro-N-Acetyl-L-Thyronine
Accession Number
DB03239  (EXPT02474)
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: 405.3157
Monoisotopic: 405.080829093
Chemical Formula
C17H15N3O9
InChI Key
VZSQTOXQXPKQJX-ZDUSSCGKSA-N
InChI
InChI=1S/C17H15N3O9/c1-9(21)18-13(17(23)24)6-10-2-4-11(5-3-10)29-12-7-14(19(25)26)16(22)15(8-12)20(27)28/h2-5,7-8,13,22H,6H2,1H3,(H,18,21)(H,23,24)/t13-/m0/s1
IUPAC Name
(2S)-2-acetamido-3-[4-(4-hydroxy-3,5-dinitrophenoxy)phenyl]propanoic acid
SMILES
[H][[email protected]@](CC1=CC=C(OC2=CC(=C(O)C(=C2)[N+]([O-])=O)[N+]([O-])=O)C=C1)(NC(C)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
449394
PubChem Substance
46507212
ChemSpider
395939
HET
P28
PDB Entries
2roy

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 Solubility0.00894 mg/mLALOGPS
logP2.85ALOGPS
logP1.97ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)2.96ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area187.5 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity97.43 m3·mol-1ChemAxon
Polarizability36.92 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6267
Blood Brain Barrier-0.7272
Caco-2 permeable-0.5825
P-glycoprotein substrateNon-substrate0.5639
P-glycoprotein inhibitor INon-inhibitor0.8008
P-glycoprotein inhibitor IINon-inhibitor0.7999
Renal organic cation transporterNon-inhibitor0.9381
CYP450 2C9 substrateNon-substrate0.662
CYP450 2D6 substrateNon-substrate0.847
CYP450 3A4 substrateSubstrate0.5297
CYP450 1A2 substrateNon-inhibitor0.6768
CYP450 2C9 inhibitorInhibitor0.6589
CYP450 2D6 inhibitorNon-inhibitor0.8858
CYP450 2C19 inhibitorNon-inhibitor0.5053
CYP450 3A4 inhibitorInhibitor0.577
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6363
Ames testNon AMES toxic0.6117
CarcinogenicityNon-carcinogens0.6897
BiodegradationNot ready biodegradable0.9036
Rat acute toxicity2.5664 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.939
hERG inhibition (predictor II)Non-inhibitor0.8115
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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
Dinitrophenols / Diphenylethers / N-acyl-L-alpha-amino acids / Diarylethers / Phenylpropanoic acids / Amphetamines and derivatives / Nitrobenzenes / Nitroaromatic compounds / Phenol ethers / Phenoxy compounds
show 12 more
Substituents
Phenylalanine or derivatives / N-acyl-alpha-amino acid / N-acyl-alpha amino acid or derivatives / N-acyl-l-alpha-amino acid / Diphenylether / Dinitrophenol / Diaryl ether / 3-phenylpropanoic-acid / Amphetamine or derivatives / Nitrophenol
show 29 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Carriers

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Identical protein binding
Specific Function
Thyroid hormone-binding protein. Probably transports thyroxine from the bloodstream to the brain.
Gene Name
TTR
Uniprot ID
P02766
Uniprot Name
Transthyretin
Molecular Weight
15886.88 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. [PubMed:17139284]
  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. [PubMed:17016423]
  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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:10