NAV

(1R)-2-amino-1-[3-(trifluoromethyl)phenyl]ethanol

Identification

Generic Name
(1R)-2-amino-1-[3-(trifluoromethyl)phenyl]ethanol
DrugBank Accession Number
DB08129
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 205.177
Monoisotopic: 205.071448562
Chemical Formula
C9H10F3NO
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPhenylethanolamine N-methyltransferaseNot 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 trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Trifluoromethylbenzenes
Direct Parent
Trifluoromethylbenzenes
Alternative Parents
Aralkylamines / Secondary alcohols / 1,2-aminoalcohols / Organopnictogen compounds / Organofluorides / Monoalkylamines / Hydrocarbon derivatives / Aromatic alcohols / Alkyl fluorides
Substituents
1,2-aminoalcohol / Alcohol / Alkyl fluoride / Alkyl halide / Amine / Aralkylamine / Aromatic alcohol / Aromatic homomonocyclic compound / Hydrocarbon derivative / Organic nitrogen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RRBRWAPWPGAJMA-QMMMGPOBSA-N
InChI
InChI=1S/C9H10F3NO/c10-9(11,12)7-3-1-2-6(4-7)8(14)5-13/h1-4,8,14H,5,13H2/t8-/m0/s1
IUPAC Name
(1R)-2-amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol
SMILES
[H][C@](O)(CN)C1=CC=CC(=C1)C(F)(F)F

References

General References
Not Available
PubChem Compound
36688409
PubChem Substance
99444600
ChemSpider
25058963
ZINC
ZINC000001566179
PDBe Ligand
LT5
PDB Entries
3hcf

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 Solubility7.8 mg/mLALOGPS
logP1.06ALOGPS
logP1.35Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)14.05Chemaxon
pKa (Strongest Basic)9.11Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area46.25 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity46.47 m3·mol-1Chemaxon
Polarizability17.63 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9936
Blood Brain Barrier+0.844
Caco-2 permeable+0.5723
P-glycoprotein substrateNon-substrate0.6898
P-glycoprotein inhibitor INon-inhibitor0.9019
P-glycoprotein inhibitor IINon-inhibitor0.7726
Renal organic cation transporterNon-inhibitor0.8762
CYP450 2C9 substrateNon-substrate0.8948
CYP450 2D6 substrateNon-substrate0.7083
CYP450 3A4 substrateNon-substrate0.7952
CYP450 1A2 substrateNon-inhibitor0.6934
CYP450 2C9 inhibitorNon-inhibitor0.8393
CYP450 2D6 inhibitorNon-inhibitor0.6669
CYP450 2C19 inhibitorNon-inhibitor0.5667
CYP450 3A4 inhibitorNon-inhibitor0.6534
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6929
Ames testNon AMES toxic0.7895
CarcinogenicityNon-carcinogens0.6482
BiodegradationNot ready biodegradable0.9451
Rat acute toxicity2.4014 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9174
hERG inhibition (predictor II)Non-inhibitor0.5925
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

Targets

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Details1. Phenylethanolamine N-methyltransferase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phenylethanolamine n-methyltransferase activity
Specific Function
Converts noradrenaline to adrenaline.
Gene Name
PNMT
Uniprot ID
P11086
Uniprot Name
Phenylethanolamine N-methyltransferase
Molecular Weight
30854.745 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 September 15, 2010 21:28 / Updated at June 12, 2020 16:52