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Identification
Name(1R)-2-amino-1-[3-(trifluoromethyl)phenyl]ethanol
Accession NumberDB08129
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 205.177
Monoisotopic: 205.071448562
Chemical FormulaC9H10F3NO
InChI KeyInChIKey=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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
KingdomOrganic compounds
Super ClassOrganonitrogen compounds
ClassAmines
Sub ClassAralkylamines
Direct ParentAralkylamines
Alternative Parents
Substituents
  • Aralkylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary amine
  • Organooxygen compound
  • Organofluoride
  • Organohalogen compound
  • Primary aliphatic amine
  • Alkyl halide
  • Alkyl fluoride
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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 RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Phenylethanolamine n-methyltransferase activity
Specific Function:
Converts noradrenaline to adrenaline.
Gene Name:
PNMT
Uniprot ID:
P11086
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. [PubMed:10592235 ]
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Drug created on September 15, 2010 15:28 / Updated on September 16, 2013 18:08