2-Phenyl-1-[4-(2-Piperidin-1-Yl-Ethoxy)-Phenyl]-1,2,3,4-Tetrahydro-Isoquinolin-6-Ol

Identification

Name
2-Phenyl-1-[4-(2-Piperidin-1-Yl-Ethoxy)-Phenyl]-1,2,3,4-Tetrahydro-Isoquinolin-6-Ol
Accession Number
DB04471  (EXPT02683)
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: 428.5659
Monoisotopic: 428.246378278
Chemical Formula
C28H32N2O2
InChI Key
FMWVCTJKLAVRPB-MUUNZHRXSA-N
InChI
InChI=1S/C28H32N2O2/c31-25-11-14-27-23(21-25)15-18-30(24-7-3-1-4-8-24)28(27)22-9-12-26(13-10-22)32-20-19-29-16-5-2-6-17-29/h1,3-4,7-14,21,28,31H,2,5-6,15-20H2/t28-/m1/s1
IUPAC Name
(1R)-2-phenyl-1-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-1,2,3,4-tetrahydroisoquinolin-6-ol
SMILES
OC1=CC=C2[[email protected]](N(CCC2=C1)C1=CC=CC=C1)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
448915
PubChem Substance
46505282
ChemSpider
395572
HET
PTI
PDB Entries
1uom

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 Solubility0.0122 mg/mLALOGPS
logP6.04ALOGPS
logP5.7ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)9.63ChemAxon
pKa (Strongest Basic)8.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area35.94 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity131.3 m3·mol-1ChemAxon
Polarizability49.66 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9501
Blood Brain Barrier+0.9953
Caco-2 permeable-0.5561
P-glycoprotein substrateSubstrate0.6862
P-glycoprotein inhibitor IInhibitor0.9492
P-glycoprotein inhibitor IIInhibitor0.988
Renal organic cation transporterInhibitor0.6539
CYP450 2C9 substrateNon-substrate0.7871
CYP450 2D6 substrateNon-substrate0.5733
CYP450 3A4 substrateSubstrate0.5494
CYP450 1A2 substrateInhibitor0.763
CYP450 2C9 inhibitorNon-inhibitor0.7764
CYP450 2D6 inhibitorInhibitor0.8275
CYP450 2C19 inhibitorInhibitor0.7472
CYP450 3A4 inhibitorNon-inhibitor0.7451
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8207
Ames testNon AMES toxic0.6646
CarcinogenicityNon-carcinogens0.9446
BiodegradationNot ready biodegradable0.9943
Rat acute toxicity2.7320 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.6619
hERG inhibition (predictor II)Inhibitor0.8107
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 1-phenyltetrahydroisoquinolines. These are compounds containing a phenyl group attached to the C1-atom of a tetrahydroisoquinoline moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Tetrahydroisoquinolines
Sub Class
1-phenyltetrahydroisoquinolines
Direct Parent
1-phenyltetrahydroisoquinolines
Alternative Parents
Phenoxy compounds / Phenol ethers / Dialkylarylamines / Aniline and substituted anilines / Aralkylamines / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Piperidines / Trialkylamines / Azacyclic compounds
show 2 more
Substituents
1-phenyltetrahydroisoquinoline / Phenoxy compound / Aniline or substituted anilines / Dialkylarylamine / Tertiary aliphatic/aromatic amine / Phenol ether / 1-hydroxy-2-unsubstituted benzenoid / Alkyl aryl ether / Aralkylamine / Monocyclic benzene moiety
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
isoquinolines, N-oxyethylpiperidine (CHEBI:45320)

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 15:28