(3-{3-[[2-Chloro-3-(Trifluoromethyl)Benzyl](2,2-Diphenylethyl)Amino]Propoxy}Phenyl)Acetic Acid

Identification

Name
(3-{3-[[2-Chloro-3-(Trifluoromethyl)Benzyl](2,2-Diphenylethyl)Amino]Propoxy}Phenyl)Acetic Acid
Accession Number
DB03791  (EXPT00345)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
GW-3965A
Categories
Not Available
UNII
6JI5YOG7RC
CAS number
Not Available
Weight
Average: 582.052
Monoisotopic: 581.194456185
Chemical Formula
C33H31ClF3NO3
InChI Key
NAXSRXHZFIBFMI-UHFFFAOYSA-N
InChI
InChI=1S/C33H31ClF3NO3/c34-32-27(15-8-17-30(32)33(35,36)37)22-38(18-9-19-41-28-16-7-10-24(20-28)21-31(39)40)23-29(25-11-3-1-4-12-25)26-13-5-2-6-14-26/h1-8,10-17,20,29H,9,18-19,21-23H2,(H,39,40)
IUPAC Name
2-{3-[3-({[2-chloro-3-(trifluoromethyl)phenyl]methyl}(2,2-diphenylethyl)amino)propoxy]phenyl}acetic acid
SMILES
OC(=O)CC1=CC(OCCCN(CC(C2=CC=CC=C2)C2=CC=CC=C2)CC2=C(Cl)C(=CC=C2)C(F)(F)F)=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UOxysterols receptor LXR-betaNot 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
KEGG Compound
C15631
PubChem Compound
447905
PubChem Substance
46507779
ChemSpider
394865
BindingDB
19992
ChEBI
79995
ChEMBL
CHEMBL59030
HET
965
PDB Entries
1pq6 / 3ipq / 4nqa

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 Solubility7.9e-05 mg/mLALOGPS
logP7.41ALOGPS
logP5.52ChemAxon
logS-6.9ALOGPS
pKa (Strongest Acidic)3.88ChemAxon
pKa (Strongest Basic)8.63ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity156.04 m3·mol-1ChemAxon
Polarizability58.85 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9794
Blood Brain Barrier+0.8116
Caco-2 permeable+0.5922
P-glycoprotein substrateSubstrate0.5404
P-glycoprotein inhibitor IInhibitor0.8176
P-glycoprotein inhibitor IIInhibitor0.6448
Renal organic cation transporterInhibitor0.5283
CYP450 2C9 substrateNon-substrate0.8036
CYP450 2D6 substrateNon-substrate0.6018
CYP450 3A4 substrateSubstrate0.5208
CYP450 1A2 substrateNon-inhibitor0.6191
CYP450 2C9 inhibitorNon-inhibitor0.5664
CYP450 2D6 inhibitorInhibitor0.5942
CYP450 2C19 inhibitorNon-inhibitor0.5223
CYP450 3A4 inhibitorNon-inhibitor0.6415
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7195
Ames testNon AMES toxic0.7429
CarcinogenicityNon-carcinogens0.7976
BiodegradationNot ready biodegradable0.9966
Rat acute toxicity2.7280 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.6569
hERG inhibition (predictor II)Inhibitor0.7344
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 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 diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylmethanes
Direct Parent
Diphenylmethanes
Alternative Parents
Trifluoromethylbenzenes / Benzylamines / Phenol ethers / Phenoxy compounds / Phenylmethylamines / Chlorobenzenes / Alkyl aryl ethers / Aralkylamines / Aryl chlorides / Amino acids
show 10 more
Substituents
Diphenylmethane / Trifluoromethylbenzene / Phenoxy compound / Benzylamine / Phenol ether / Phenylmethylamine / Alkyl aryl ether / Chlorobenzene / Aralkylamine / Halobenzene
show 25 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
diarylmethane (CHEBI:79995)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear receptor. Binds preferentially to double-stranded oligonucleotide direct repeats having the consensus half-site sequence 5'-AGGTCA-3' and 4-nt spacing (DR-4). Regulates cholesterol uptake t...
Gene Name
NR1H2
Uniprot ID
P55055
Uniprot Name
Oxysterols receptor LXR-beta
Molecular Weight
50973.375 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]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:18