Identification
- Generic Name
- 5-fluorotryptophan
- DrugBank Accession Number
- DB03314
- Background
5-fluorotryptophan can be used as substrate analogue to study enzyme mechanisms by NMR spectroscopy.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 5-fluorotryptophan (DB03314)
- Weight
- Average: 222.2156
Monoisotopic: 222.080455811 - Chemical Formula
- C11H11FN2O2
- Synonyms
- 5-fluoro-L-tryptophan
- Fluorotryptophane
- L-5-fluorotryptophan
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UTriosephosphate isomerase Not Available Humans UGlutathione S-transferase Mu 1 Not Available Humans - 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Indolyl carboxylic acids and derivatives
- Direct Parent
- Indolyl carboxylic acids and derivatives
- Alternative Parents
- 3-alkylindoles / L-alpha-amino acids / Aralkylamines / Substituted pyrroles / Aryl fluorides / Benzenoids / Heteroaromatic compounds / Amino acids / Monocarboxylic acids and derivatives / Azacyclic compounds show 7 more
- Substituents
- 3-alkylindole / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide show 23 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 17H03VO4KZ
- CAS number
- 16626-02-1
- InChI Key
- INPQIVHQSQUEAJ-VIFPVBQESA-N
- InChI
- InChI=1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid
- SMILES
- N[C@@H](CC1=CNC2=C1C=C(F)C=C2)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 688357
- PubChem Substance
- 46508536
- ChemSpider
- 599831
- ChEMBL
- CHEMBL559973
- ZINC
- ZINC000000057156
- PDBe Ligand
- FTR
- PDB Entries
- 1i45 / 1ney / 1nf0 / 2jt8 / 2jtz / 2znx / 5fwg
- MSDS
- Download (34.9 KB)
Clinical Trials
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
Property Value Source Water Solubility 1.21 mg/mL ALOGPS logP -1 ALOGPS logP -0.94 ChemAxon logS -2.3 ALOGPS pKa (Strongest Acidic) 2.12 ChemAxon pKa (Strongest Basic) 9.4 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 79.11 Å2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 56.42 m3·mol-1 ChemAxon Polarizability 21.31 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9859 Blood Brain Barrier + 0.9764 Caco-2 permeable - 0.5672 P-glycoprotein substrate Non-substrate 0.5947 P-glycoprotein inhibitor I Non-inhibitor 0.9863 P-glycoprotein inhibitor II Non-inhibitor 0.9763 Renal organic cation transporter Non-inhibitor 0.8867 CYP450 2C9 substrate Non-substrate 0.878 CYP450 2D6 substrate Non-substrate 0.8099 CYP450 3A4 substrate Non-substrate 0.7417 CYP450 1A2 substrate Non-inhibitor 0.9162 CYP450 2C9 inhibitor Non-inhibitor 0.9295 CYP450 2D6 inhibitor Non-inhibitor 0.9011 CYP450 2C19 inhibitor Non-inhibitor 0.9405 CYP450 3A4 inhibitor Non-inhibitor 0.9253 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9416 Ames test Non AMES toxic 0.9177 Carcinogenicity Non-carcinogens 0.9072 Biodegradation Not ready biodegradable 0.9953 Rat acute toxicity 1.9769 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9888 hERG inhibition (predictor II) Non-inhibitor 0.867
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Not Available
- Gene Name
- TPI1
- Uniprot ID
- P60174
- Uniprot Name
- Triosephosphate isomerase
- Molecular Weight
- 30790.785 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein homodimerization activity
- Specific Function
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name
- GSTM1
- Uniprot ID
- P09488
- Uniprot Name
- Glutathione S-transferase Mu 1
- Molecular Weight
- 25711.555 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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