(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

Identification

Name
(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
Accession Number
DB07423
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
GTX-007
Categories
Not Available
UNII
7UT2HAH49H
CAS number
Not Available
Weight
Average: 441.3579
Monoisotopic: 441.114769938
Chemical Formula
C19H18F3N3O6
InChI Key
YVXVTLGIDOACBJ-SFHVURJKSA-N
InChI
InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m0/s1
IUPAC Name
(2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
SMILES
CC(=O)NC1=CC=C(OC[C@](C)(O)C(=O)NC2=CC(=C(C=C2)[N+]([O-])=O)C(F)(F)F)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot AvailableHuman
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
9824562
PubChem Substance
99443894
ChemSpider
8000309
BindingDB
18665
ChEBI
94760
ChEMBL
CHEMBL125236
HET
B68
PDB Entries
3b68

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 Solubility0.00109 mg/mLALOGPS
logP2.61ALOGPS
logP2.74ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)11.77ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area133.48 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity105.8 m3·mol-1ChemAxon
Polarizability40.1 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9644
Blood Brain Barrier-0.6422
Caco-2 permeable-0.5875
P-glycoprotein substrateSubstrate0.5104
P-glycoprotein inhibitor INon-inhibitor0.5074
P-glycoprotein inhibitor IINon-inhibitor0.7741
Renal organic cation transporterNon-inhibitor0.9655
CYP450 2C9 substrateNon-substrate0.7938
CYP450 2D6 substrateNon-substrate0.8287
CYP450 3A4 substrateSubstrate0.5782
CYP450 1A2 substrateNon-inhibitor0.5069
CYP450 2C9 inhibitorNon-inhibitor0.5886
CYP450 2D6 inhibitorNon-inhibitor0.8488
CYP450 2C19 inhibitorInhibitor0.5544
CYP450 3A4 inhibitorNon-inhibitor0.597
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5765
Ames testNon AMES toxic0.6254
CarcinogenicityNon-carcinogens0.6208
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6017 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9844
hERG inhibition (predictor II)Non-inhibitor0.727
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 acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Anilides
Direct Parent
Acetanilides
Alternative Parents
Trifluoromethylbenzenes / N-acetylarylamines / Nitrobenzenes / Phenoxy compounds / Phenol ethers / Nitroaromatic compounds / Alkyl aryl ethers / Tertiary alcohols / Acetamides / Secondary carboxylic acid amides
show 9 more
Substituents
Acetanilide / Trifluoromethylbenzene / N-acetylarylamine / Nitrobenzene / Phenoxy compound / Nitroaromatic compound / Phenol ether / N-arylamide / Alkyl aryl ether / Acetamide
show 26 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. Androgen receptor
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 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 15:21 / Updated on October 01, 2018 14:22