1-[4-(Octahydro-Pyrido[1,2-a]Pyrazin-2-Yl)-Phenyl]-2-Phenyl-1,2,3,4-Tetrahydro-Isoquinolin-6-Ol

Identification

Name
1-[4-(Octahydro-Pyrido[1,2-a]Pyrazin-2-Yl)-Phenyl]-2-Phenyl-1,2,3,4-Tetrahydro-Isoquinolin-6-Ol
Accession Number
DB03802  (EXPT00446)
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: 439.5918
Monoisotopic: 439.262362693
Chemical Formula
C29H33N3O
InChI Key
ZGHFWBDHZZKWSI-LITSAYRRSA-N
InChI
InChI=1S/C29H33N3O/c33-27-13-14-28-23(20-27)15-17-32(25-6-2-1-3-7-25)29(28)22-9-11-24(12-10-22)31-19-18-30-16-5-4-8-26(30)21-31/h1-3,6-7,9-14,20,26,29,33H,4-5,8,15-19,21H2/t26-,29+/m0/s1
IUPAC Name
(1R)-1-{4-[(9aS)-octahydro-1H-pyrido[1,2-a]piperazin-2-yl]phenyl}-2-phenyl-1,2,3,4-tetrahydroisoquinolin-6-ol
SMILES
[H][[email protected]@]12CCCCN1CCN(C2)C1=CC=C(C=C1)[[email protected]@]1([H])N(CCC2=CC(O)=CC=C12)C1=CC=CC=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
5287617
PubChem Substance
46507283
ChemSpider
4449946
HET
AEJ
PDB Entries
1xqc

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 Solubility0.0269 mg/mLALOGPS
logP5.82ALOGPS
logP5.98ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.58ChemAxon
pKa (Strongest Basic)8.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.95 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity136.96 m3·mol-1ChemAxon
Polarizability52.11 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9672
Blood Brain Barrier+0.986
Caco-2 permeable-0.5336
P-glycoprotein substrateSubstrate0.7516
P-glycoprotein inhibitor IInhibitor0.6814
P-glycoprotein inhibitor IINon-inhibitor0.5206
Renal organic cation transporterInhibitor0.6476
CYP450 2C9 substrateNon-substrate0.8124
CYP450 2D6 substrateSubstrate0.5785
CYP450 3A4 substrateNon-substrate0.5065
CYP450 1A2 substrateInhibitor0.7794
CYP450 2C9 inhibitorNon-inhibitor0.8807
CYP450 2D6 inhibitorNon-inhibitor0.5406
CYP450 2C19 inhibitorNon-inhibitor0.5109
CYP450 3A4 inhibitorNon-inhibitor0.7182
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.738
Ames testNon AMES toxic0.6402
CarcinogenicityNon-carcinogens0.9471
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7334 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5745
hERG inhibition (predictor II)Inhibitor0.7159
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
Phenylpiperazines / N-arylpiperazines / Piperazinopiperidines / Dialkylarylamines / Aniline and substituted anilines / N-alkylpiperazines / Aralkylamines / 1-hydroxy-2-unsubstituted benzenoids / Piperidines / Trialkylamines
show 3 more
Substituents
1-phenyltetrahydroisoquinoline / N-arylpiperazine / Phenylpiperazine / Piperazino-1,2-a-piperidine / Aniline or substituted anilines / Dialkylarylamine / Tertiary aliphatic/aromatic amine / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Aralkylamine
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
isoquinolines, pyridopyrazine (CHEBI:40634)

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 15:19