2-{5-[3-(6-BENZOYL-1-PROPYLNAPHTHALEN-2-YLOXY)PROPOXY]INDOL-1-YL}ETHANOIC ACID

Identification

Name
2-{5-[3-(6-BENZOYL-1-PROPYLNAPHTHALEN-2-YLOXY)PROPOXY]INDOL-1-YL}ETHANOIC ACID
Accession Number
DB04689
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: 521.6029
Monoisotopic: 521.220223107
Chemical Formula
C33H31NO5
InChI Key
ZXWVCCFKIRBLDP-UHFFFAOYSA-N
InChI
InChI=1S/C33H31NO5/c1-2-7-29-28-13-10-26(33(37)23-8-4-3-5-9-23)20-24(28)11-15-31(29)39-19-6-18-38-27-12-14-30-25(21-27)16-17-34(30)22-32(35)36/h3-5,8-17,20-21H,2,6-7,18-19,22H2,1H3,(H,35,36)
IUPAC Name
2-(5-{3-[(6-benzoyl-1-propylnaphthalen-2-yl)oxy]propoxy}-1H-indol-1-yl)acetic acid
SMILES
CCCC1=C(OCCCOC2=CC3=C(C=C2)N(CC(O)=O)C=C3)C=CC2=C1C=CC(=C2)C(=O)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPeroxisome proliferator-activated receptor gammaNot 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
6102812
PubChem Substance
46506649
ChemSpider
4810313
BindingDB
50181911
ChEMBL
CHEMBL201880
HET
EHA
PDB Entries
2f4b

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 Solubility4.69e-05 mg/mLALOGPS
logP6.67ALOGPS
logP7.17ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)3.96ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.76 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity151.28 m3·mol-1ChemAxon
Polarizability59.29 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9935
Blood Brain Barrier+0.7526
Caco-2 permeable-0.5147
P-glycoprotein substrateSubstrate0.5788
P-glycoprotein inhibitor INon-inhibitor0.5783
P-glycoprotein inhibitor IIInhibitor0.6165
Renal organic cation transporterNon-inhibitor0.6482
CYP450 2C9 substrateNon-substrate0.7595
CYP450 2D6 substrateNon-substrate0.7445
CYP450 3A4 substrateNon-substrate0.5424
CYP450 1A2 substrateInhibitor0.578
CYP450 2C9 inhibitorNon-inhibitor0.6848
CYP450 2D6 inhibitorNon-inhibitor0.7671
CYP450 2C19 inhibitorNon-inhibitor0.6599
CYP450 3A4 inhibitorNon-inhibitor0.5725
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5947
Ames testNon AMES toxic0.7245
CarcinogenicityNon-carcinogens0.94
BiodegradationNot ready biodegradable0.8463
Rat acute toxicity2.2707 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7872
hERG inhibition (predictor II)Non-inhibitor0.7876
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 benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzophenones
Direct Parent
Benzophenones
Alternative Parents
Aryl-phenylketones / Naphthalenecarboxylic acids and derivatives / Indolyl carboxylic acids and derivatives / Alpha amino acids and derivatives / N-alkylindoles / Indoles / Benzoyl derivatives / Alkyl aryl ethers / Substituted pyrroles / Heteroaromatic compounds
show 7 more
Substituents
Benzophenone / Aryl-phenylketone / 2-naphthalenecarboxylic acid or derivatives / Indolyl carboxylic acid derivative / Alpha-amino acid or derivatives / N-alkylindole / Naphthalene / Indole / Indole or derivatives / Benzoyl
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear receptor that binds peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the nuclear receptor binds to DNA specific PPAR response elements (PPRE...
Gene Name
PPARG
Uniprot ID
P37231
Uniprot Name
Peroxisome proliferator-activated receptor gamma
Molecular Weight
57619.58 Da

Drug created on September 11, 2007 11:49 / Updated on December 01, 2017 15:31