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

Identification

Generic Name
(S)-3-(4-(2-Carbazol-9-Yl-Ethoxy)-Phenyl)-2-Ethoxy-Propionic Acid
DrugBank Accession Number
DB04270
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 403.4703
Monoisotopic: 403.178358293
Chemical Formula
C25H25NO4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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 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
3-phenylpropanoic-acid / Alkyl aryl ether / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbazole / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dialkyl ether
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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][C@@](CC1=CC=C(OCCN2C3=C(C=CC=C3)C3=C2C=CC=C3)C=C1)(OCC)C(O)=O

References

General References
Not Available
PubChem Compound
446758
PubChem Substance
46505561
ChemSpider
394037
BindingDB
50109547
ChEMBL
CHEMBL86658
ZINC
ZINC000001910340
PDBe Ligand
YPA
PDB Entries
1knu

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 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
Polarizability44.45 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/MSsplash10-0bt9-0009000000-0a68c26ad090e41d33a2
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-8905100000-db429239474e0cdb31d0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ikc-0109000000-6529c90260f5d1afd0cf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08i3-9105100000-50ce5720e1ba93effeea
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02ta-0914000000-925afa458dc9a3140496
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0400-4905000000-c0d304e2f93f1927bbab
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-192.96825
predicted
DeepCCS 1.0 (2019)
[M+H]+195.32625
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.68686
predicted
DeepCCS 1.0 (2019)

Targets

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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
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52