(S)-3-(4-(2-Carbazol-9-Yl-Ethoxy)-Phenyl)-2-Ethoxy-Propionic Acid

Identification

Name
(S)-3-(4-(2-Carbazol-9-Yl-Ethoxy)-Phenyl)-2-Ethoxy-Propionic Acid
Accession Number
DB04270  (EXPT03276)
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: 403.4703
Monoisotopic: 403.178358293
Chemical Formula
C25H25NO4
InChI Key
WUZIMDSVRIBNNI-DEOSSOPVSA-N
InChI
InChI=1S/C25H25NO4/c1-2-29-24(25(27)28)17-18-11-13-19(14-12-18)30-16-15-26-22-9-5-3-7-20(22)21-8-4-6-10-23(21)26/h3-14,24H,2,15-17H2,1H3,(H,27,28)/t24-/m0/s1
IUPAC Name
(2S)-3-{4-[2-(9H-carbazol-9-yl)ethoxy]phenyl}-2-ethoxypropanoic acid
SMILES
[H][[email protected]@](CC1=CC=C(OCCN2C3=C(C=CC=C3)C3=C2C=CC=C3)C=C1)(OCC)C(O)=O

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
446758
PubChem Substance
46505561
ChemSpider
394037
BindingDB
50109547
ChEMBL
CHEMBL86658
HET
YPA
PDB Entries
1knu

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 Solubility0.00185 mg/mLALOGPS
logP5.3ALOGPS
logP5.17ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.69 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity115.82 m3·mol-1ChemAxon
Polarizability44.44 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9864
Blood Brain Barrier+0.9038
Caco-2 permeable-0.6074
P-glycoprotein substrateSubstrate0.6922
P-glycoprotein inhibitor INon-inhibitor0.6623
P-glycoprotein inhibitor IINon-inhibitor0.5739
Renal organic cation transporterInhibitor0.5899
CYP450 2C9 substrateNon-substrate0.7391
CYP450 2D6 substrateNon-substrate0.7061
CYP450 3A4 substrateSubstrate0.6118
CYP450 1A2 substrateInhibitor0.6827
CYP450 2C9 inhibitorNon-inhibitor0.6055
CYP450 2D6 inhibitorNon-inhibitor0.7531
CYP450 2C19 inhibitorNon-inhibitor0.5521
CYP450 3A4 inhibitorNon-inhibitor0.5734
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9156
Ames testNon AMES toxic0.7066
CarcinogenicityNon-carcinogens0.9591
BiodegradationNot ready biodegradable0.893
Rat acute toxicity2.2311 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8929
hERG inhibition (predictor II)Inhibitor0.5777
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 carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Carbazoles
Direct Parent
Carbazoles
Alternative Parents
Phenylpropanoic acids / N-alkylindoles / Indoles / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Substituted pyrroles / Heteroaromatic compounds / Azacyclic compounds / Carboxylic acids
show 7 more
Substituents
Carbazole / 3-phenylpropanoic-acid / N-alkylindole / Indole / Phenoxy compound / Phenol ether / Alkyl aryl ether / Monocyclic benzene moiety / Substituted pyrrole / Benzenoid
show 17 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
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 June 13, 2005 07:24 / Updated on December 01, 2017 15:25