3-Fluoro-L-tyrosine

Identification

Generic Name
3-Fluoro-L-tyrosine
DrugBank Accession Number
DB04436
Background

3-Fluoro-L-tyrosine 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-Fluoro-L-tyrosine targets the protein superoxide dismutase [mn], mitochondrial.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 199.179
Monoisotopic: 199.064471396
Chemical Formula
C9H10FNO3
Synonyms
  • 3-fluoro-L-tyrosine
  • L-m-Fluorotyrosine

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
USuperoxide dismutase [Mn], mitochondrialNot 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 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.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Tyrosine and derivatives
Alternative Parents
Phenylalanine and derivatives / Phenylpropanoic acids / Amphetamines and derivatives / L-alpha-amino acids / O-fluorophenols / 1-hydroxy-2-unsubstituted benzenoids / Aralkylamines / Fluorobenzenes / Aryl fluorides / Amino acids
show 8 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-fluorophenol / 2-halophenol / 3-phenylpropanoic-acid / Alpha-amino acid / Amine / Amino acid / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound
show 24 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, L-tyrosine derivative, 3-fluorotyrosine (CHEBI:46534)
Affected organisms
Not Available

Chemical Identifiers

UNII
174NRG3M2X
CAS number
7423-96-3
InChI Key
VIIAUOZUUGXERI-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

References

General References
Not Available
PubChem Compound
643330
PubChem Substance
46507213
ChemSpider
558483
ChEBI
46534
ChEMBL
CHEMBL1236909
ZINC
ZINC000000119457
PDBe Ligand
YOF
PDB Entries
1rrx / 1xdc / 1xil / 3fyg / 4qzs / 5yak / 6mpd / 6og8 / 6q1b / 7kqs
show 3 more

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
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
Polarizability18.28 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
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0umi-4900000000-8e2ae1a290f2d4cb13ec
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-0900000000-5aca1b97ac5e594f154b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-1900000000-6bd2d54fa9eab68a4ff6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f80-0900000000-e6831885f2dacce5ea7d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a70-1900000000-ca1f1b30247fbe4cfa54
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-2900000000-c25446882c9d5598ae6d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-07y3-7900000000-1d60aec2b25e19002dc1
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-141.47163
predicted
DeepCCS 1.0 (2019)
[M+H]+143.8672
predicted
DeepCCS 1.0 (2019)
[M+Na]+150.1491
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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
Uniprot Name
Superoxide dismutase [Mn], mitochondrial
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. [Article]
  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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52