Compound 4-D

Identification

Name
Compound 4-D
Accession Number
DB03742  (EXPT01315)
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: 463.588
Monoisotopic: 463.181729111
Chemical Formula
C27H29NO4S
InChI Key
TWZNCTCQAGRUGQ-RRPNLBNLSA-N
InChI
InChI=1S/C27H29NO4S/c29-21-8-4-20(5-9-21)27-26(32-24-13-10-22(30)18-25(24)33-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,26-27,29-30H,1-3,14-17H2/t26-,27+/m0/s1
IUPAC Name
(2S,3R)-3-(4-hydroxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-2,3-dihydro-1,4-benzoxathiin-6-ol
SMILES
[H][[email protected]]1(OC2=C(S[[email protected]]1([H])C1=CC=C(O)C=C1)C=C(O)C=C2)C1=CC=C(OCCN2CCCCC2)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot 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
448577
PubChem Substance
46506967
ChemSpider
395335
BindingDB
50144849
ChEMBL
CHEMBL304552
HET
E4D
PDB Entries
1sj0

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 Solubility0.00162 mg/mLALOGPS
logP5.66ALOGPS
logP5.27ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)8.73ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.16 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity132.64 m3·mol-1ChemAxon
Polarizability50.87 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9605
Blood Brain Barrier+0.9084
Caco-2 permeable-0.7546
P-glycoprotein substrateSubstrate0.7774
P-glycoprotein inhibitor IInhibitor0.5531
P-glycoprotein inhibitor IIInhibitor0.964
Renal organic cation transporterInhibitor0.5413
CYP450 2C9 substrateNon-substrate0.8026
CYP450 2D6 substrateNon-substrate0.8081
CYP450 3A4 substrateNon-substrate0.5298
CYP450 1A2 substrateNon-inhibitor0.6901
CYP450 2C9 inhibitorNon-inhibitor0.8879
CYP450 2D6 inhibitorInhibitor0.765
CYP450 2C19 inhibitorInhibitor0.7709
CYP450 3A4 inhibitorInhibitor0.5278
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8038
Ames testNon AMES toxic0.8078
CarcinogenicityNon-carcinogens0.9271
BiodegradationNot ready biodegradable0.9863
Rat acute toxicity2.5651 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5444
hERG inhibition (predictor II)Inhibitor0.646
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 stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Stilbenes
Sub Class
Not Available
Direct Parent
Stilbenes
Alternative Parents
Phenoxy compounds / Phenol ethers / Alkylarylthioethers / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Piperidines / Oxathiins / Benzoxathiins / Trialkylamines / Oxacyclic compounds
show 3 more
Substituents
Stilbene / Phenoxy compound / Aryl thioether / Phenol ether / Alkyl aryl ether / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Alkylarylthioether / Monocyclic benzene moiety / 1,4-benzooxathiin
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
phenols, N-oxyethylpiperidine, benzoxathiine (CHEBI:42292)

Targets

Details
1. Estrogen receptor alpha
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissu...
Gene Name
ESR1
Uniprot ID
P03372
Uniprot Name
Estrogen receptor
Molecular Weight
66215.45 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