Identification
- Generic Name
- Kynurenine
- DrugBank Accession Number
- DB02070
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Kynurenine (DB02070)
- Weight
- Average: 208.2139
Monoisotopic: 208.08479226 - Chemical Formula
- C10H12N2O3
- Synonyms
- (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
- 3-Anthraniloyl-L-alanine
- L-kynurenine
- External IDs
- CCRIS 4425
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
- Not Available
- 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
Pathway Category Tryptophan Metabolism Metabolic - 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 alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbonyl compounds
- Direct Parent
- Alkyl-phenylketones
- Alternative Parents
- Butyrophenones / L-alpha-amino acids / Gamma-keto acids and derivatives / Benzoyl derivatives / Aryl alkyl ketones / Aniline and substituted anilines / Beta-amino ketones / Vinylogous amides / Amino acids / Monocarboxylic acids and derivatives show 5 more
- Substituents
- Alkyl-phenylketone / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aniline or substituted anilines / Aromatic homomonocyclic compound / Aryl alkyl ketone / Benzenoid show 18 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- non-proteinogenic L-alpha-amino acid, kynurenine (CHEBI:16946)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 02JW4J5R44
- CAS number
- 2922-83-0
- InChI Key
- YGPSJZOEDVAXAB-QMMMGPOBSA-N
- InChI
- InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1
- IUPAC Name
- (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
- SMILES
- N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000684
- KEGG Compound
- C00328
- PubChem Compound
- 161166
- PubChem Substance
- 46507622
- ChemSpider
- 141580
- BindingDB
- 31880
- ChEBI
- 57959
- ChEMBL
- CHEMBL498416
- ZINC
- ZINC000000895186
- PDBe Ligand
- KYN
- Wikipedia
- Kynurenine
- PDB Entries
- 1t5m / 1t5n / 1xt7 / 2r2n / 2vov / 2vox / 3av7 / 3e2z / 4bz4 / 5nak … show 8 more
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 1 Completed Other Headache 1 1 Recruiting Basic Science Drug Drug Interaction (DDI) 1
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 1.67 mg/mL ALOGPS logP -1.9 ALOGPS logP -1.9 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 1.19 Chemaxon pKa (Strongest Basic) 8.96 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 106.41 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 55.05 m3·mol-1 Chemaxon Polarizability 20.59 Å3 Chemaxon Number of Rings 1 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 + 0.64 Blood Brain Barrier - 0.6044 Caco-2 permeable - 0.6701 P-glycoprotein substrate Non-substrate 0.6651 P-glycoprotein inhibitor I Non-inhibitor 0.9296 P-glycoprotein inhibitor II Non-inhibitor 0.9811 Renal organic cation transporter Non-inhibitor 0.9436 CYP450 2C9 substrate Non-substrate 0.8208 CYP450 2D6 substrate Non-substrate 0.8674 CYP450 3A4 substrate Non-substrate 0.7961 CYP450 1A2 substrate Non-inhibitor 0.9409 CYP450 2C9 inhibitor Non-inhibitor 0.95 CYP450 2D6 inhibitor Non-inhibitor 0.954 CYP450 2C19 inhibitor Non-inhibitor 0.954 CYP450 3A4 inhibitor Non-inhibitor 0.96 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9772 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.8487 Biodegradation Ready biodegradable 0.5252 Rat acute toxicity 1.8739 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9725 hERG inhibition (predictor II) Non-inhibitor 0.9518
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52