(2S)-1-(2,5-dimethylphenoxy)-3-morpholin-4-ylpropan-2-ol

Identification

Name
(2S)-1-(2,5-dimethylphenoxy)-3-morpholin-4-ylpropan-2-ol
Accession Number
DB07573
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: 265.348
Monoisotopic: 265.167793607
Chemical Formula
C15H23NO3
InChI Key
HVMGGHDPXHODHE-AWEZNQCLSA-N
InChI
InChI=1S/C15H23NO3/c1-12-3-4-13(2)15(9-12)19-11-14(17)10-16-5-7-18-8-6-16/h3-4,9,14,17H,5-8,10-11H2,1-2H3/t14-/m0/s1
IUPAC Name
(2S)-1-(2,5-dimethylphenoxy)-3-(morpholin-4-yl)propan-2-ol
SMILES
[H][[email protected]@](O)(COC1=C(C)C=CC(C)=C1)CN1CCOCC1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta-secretase 1Not 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
831616
PubChem Substance
99444044
ChemSpider
726265
BindingDB
15789
ChEBI
41617
HET
CMZ
PDB Entries
2of0

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 Solubility6.75 mg/mLALOGPS
logP1.3ALOGPS
logP2.01ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)14.08ChemAxon
pKa (Strongest Basic)6.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.93 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity75.66 m3·mol-1ChemAxon
Polarizability29.76 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.854
Blood Brain Barrier+0.951
Caco-2 permeable+0.6157
P-glycoprotein substrateSubstrate0.7726
P-glycoprotein inhibitor IInhibitor0.8899
P-glycoprotein inhibitor IIInhibitor0.8614
Renal organic cation transporterInhibitor0.5471
CYP450 2C9 substrateNon-substrate0.8001
CYP450 2D6 substrateNon-substrate0.7144
CYP450 3A4 substrateSubstrate0.594
CYP450 1A2 substrateNon-inhibitor0.8314
CYP450 2C9 inhibitorNon-inhibitor0.894
CYP450 2D6 inhibitorNon-inhibitor0.5166
CYP450 2C19 inhibitorNon-inhibitor0.6517
CYP450 3A4 inhibitorNon-inhibitor0.8282
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8169
Ames testNon AMES toxic0.814
CarcinogenicityNon-carcinogens0.9154
BiodegradationNot ready biodegradable0.9789
Rat acute toxicity2.5439 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.6738
hERG inhibition (predictor II)Inhibitor0.7169
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Not Available
Direct Parent
Phenol ethers
Alternative Parents
p-Xylenes / Phenoxy compounds / Alkyl aryl ethers / Morpholines / Trialkylamines / Secondary alcohols / 1,2-aminoalcohols / Oxacyclic compounds / Dialkyl ethers / Azacyclic compounds
show 2 more
Substituents
Phenoxy compound / P-xylene / Xylene / Phenol ether / Alkyl aryl ether / Monocyclic benzene moiety / Morpholine / Oxazinane / 1,2-aminoalcohol / Secondary alcohol
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
morpholines (CHEBI:41617)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Peptidase activity
Specific Function
Responsible for the proteolytic processing of the amyloid precursor protein (APP). Cleaves at the N-terminus of the A-beta peptide sequence, between residues 671 and 672 of APP, leads to the genera...
Gene Name
BACE1
Uniprot ID
P56817
Uniprot Name
Beta-secretase 1
Molecular Weight
55710.28 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 September 15, 2010 15:23 / Updated on December 01, 2017 15:53