NAV

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

Identification

Generic Name
2-{5-[3-(6-BENZOYL-1-PROPYLNAPHTHALEN-2-YLOXY)PROPOXY]INDOL-1-YL}ETHANOIC ACID
DrugBank Accession Number
DB04689
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 521.6029
Monoisotopic: 521.220223107
Chemical Formula
C33H31NO5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPeroxisome proliferator-activated receptor gammaNot 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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
2-naphthalenecarboxylic acid or derivatives / Alkyl aryl ether / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Aryl ketone / Aryl-phenylketone / Azacycle / Benzophenone / Benzoyl / Carbonyl group
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
ZYD7UQ32SY
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
6102812
PubChem Substance
46506649
ChemSpider
4810313
BindingDB
50181911
ChEMBL
CHEMBL201880
ZINC
ZINC000012504466
PDBe Ligand
EHA
PDB Entries
2f4b

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
Polarizability59.34 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/MSsplash10-0fl0-0012090000-aef9c64de86d4958e37a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00bi-0294660000-6b6cef66176b4b7ee575
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fh9-0691750000-6be57016027d1e9456b5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01w3-0962120000-c8a31880bdb4061ae854
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00fs-2920100000-983d79cc61d81e4f647c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dj-1980320000-ceab5ac4e019803c59dc
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-214.84862
predicted
DeepCCS 1.0 (2019)
[M+H]+217.2442
predicted
DeepCCS 1.0 (2019)
[M+Na]+223.15671
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Peroxisome proliferator-activated receptor gamma
Kind
Protein
Organism
Humans
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 at September 11, 2007 17:49 / Updated at June 12, 2020 16:52