Identification
Name3-Fluorotyrosine
Accession NumberDB04436  (EXPT03275)
TypeSmall Molecule
GroupsExperimental
Description

3-fluorotyrosine is a solid. This compound belongs to the phenylpropanoic acids. These are compounds whose structure contain a benzene ring conjugated to a propanoic acid. 3-fluorotyrosine targets the protein superoxide dismutase [mn], mitochondrial.

Structure
Thumb
Synonyms
3-fluoro-L-tyrosine
External IDs Not Available
Product Ingredients 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
Categories
UNII174NRG3M2X
CAS number403-90-7
WeightAverage: 199.179
Monoisotopic: 199.064471396
Chemical FormulaC9H10FNO3
InChI KeyVIIAUOZUUGXERI-ZETCQYMHSA-N
InChI
InChI=1S/C9H10FNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
IUPAC Name
(2S)-2-amino-3-(3-fluoro-4-hydroxyphenyl)propanoic acid
SMILES
N[C@@H](CC1=CC(F)=C(O)C=C1)C(O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Superoxide dismutase [Mn], mitochondrialProteinunknownNot AvailableHumanP04179 details
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
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)280 dec °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility2.19 mg/mLALOGPS
logP-2ALOGPS
logP-1.3ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.57ChemAxon
pKa (Strongest Basic)9.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.31 m3·mol-1ChemAxon
Polarizability18.31 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9828
Blood Brain Barrier-0.6699
Caco-2 permeable-0.5418
P-glycoprotein substrateNon-substrate0.6407
P-glycoprotein inhibitor INon-inhibitor0.9714
P-glycoprotein inhibitor IINon-inhibitor0.996
Renal organic cation transporterNon-inhibitor0.9226
CYP450 2C9 substrateNon-substrate0.8689
CYP450 2D6 substrateNon-substrate0.8561
CYP450 3A4 substrateNon-substrate0.7527
CYP450 1A2 substrateNon-inhibitor0.9465
CYP450 2C9 inhibitorNon-inhibitor0.9321
CYP450 2D6 inhibitorNon-inhibitor0.9318
CYP450 2C19 inhibitorNon-inhibitor0.9363
CYP450 3A4 inhibitorNon-inhibitor0.898
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9521
Ames testNon AMES toxic0.8189
CarcinogenicityNon-carcinogens0.894
BiodegradationNot ready biodegradable0.9307
Rat acute toxicity2.6177 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9751
hERG inhibition (predictor II)Non-inhibitor0.9244
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentTyrosine and derivatives
Alternative ParentsPhenylalanine and derivatives / Phenylpropanoic acids / Amphetamines and derivatives / L-alpha-amino acids / O-fluorophenols / 1-hydroxy-2-unsubstituted benzenoids / Aralkylamines / Fluorobenzenes / Aryl fluorides / Amino acids
SubstituentsTyrosine or derivatives / Phenylalanine or derivatives / 3-phenylpropanoic-acid / Alpha-amino acid / Amphetamine or derivatives / L-alpha-amino acid / 2-fluorophenol / 2-halophenol / 1-hydroxy-2-unsubstituted benzenoid / Halobenzene
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptorsnon-proteinogenic L-alpha-amino acid, L-tyrosine derivative, 3-fluorotyrosine (CHEBI:46534 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Superoxide dismutase activity
Specific Function:
Destroys superoxide anion radicals which are normally produced within the cells and which are toxic to biological systems.
Gene Name:
SOD2
Uniprot ID:
P04179
Molecular Weight:
24721.955 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 ]
  3. 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 June 13, 2005 07:24 / Updated on June 11, 2017 20:55