2-Hydroxy-5-({1-[(2-Naphthyloxy)Methyl]-3-Oxoprop-1-Enyl}Amino)Tyrosine
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Identification
- Generic Name
- 2-Hydroxy-5-({1-[(2-Naphthyloxy)Methyl]-3-Oxoprop-1-Enyl}Amino)Tyrosine
- DrugBank Accession Number
- DB02511
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 422.4306
Monoisotopic: 422.147786446 - Chemical Formula
- C23H22N2O6
- Synonyms
- 2-Hydroxy-5-{[(2E)-1-(2-naphthyloxy)-4-oxo-2-buten-2-yl]amino}-L-tyrosine
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPhenylethylamine oxidase Not Available Arthrobacter globiformis - 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. View sample adverse effects data in our new Data Library!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
- 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 / Naphthalenes / p-Aminophenols / o-Aminophenols / Aniline and substituted anilines / Resorcinols / 1-hydroxy-2-unsubstituted benzenoids show 14 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 3-phenylpropanoic-acid / Aldehyde / Alkyl aryl ether / Alpha,beta-unsaturated aldehyde / Alpha-amino acid / Amine / Amino acid / Aminophenol / Amphetamine or derivatives show 31 more
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- PZWMZAFFUAWVDN-CQXYXCHQSA-N
- InChI
- InChI=1S/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/b17-7+/t19-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(2,4-dihydroxy-5-{[(2E)-1-(naphthalen-2-yloxy)-4-oxobut-2-en-2-yl]amino}phenyl)propanoic acid
- SMILES
- [H][C@](N)(CC1=C(O)C=C(O)C(N\C(COC2=CC=C3C=CC=CC3=C2)=C\C=O)=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 17754104
- PubChem Substance
- 46507750
- ChemSpider
- 26329750
- ZINC
- ZINC000012502206
- PDBe Ligand
- NBQ
- PDB Entries
- 1sii
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 0.00714 mg/mL ALOGPS logP 0.7 ALOGPS logP -0.2 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 1.69 Chemaxon pKa (Strongest Basic) 8.98 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 142.11 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 117.43 m3·mol-1 Chemaxon Polarizability 43.81 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.5936 Blood Brain Barrier - 0.9664 Caco-2 permeable - 0.7621 P-glycoprotein substrate Substrate 0.6912 P-glycoprotein inhibitor I Non-inhibitor 0.8553 P-glycoprotein inhibitor II Non-inhibitor 0.9126 Renal organic cation transporter Non-inhibitor 0.9071 CYP450 2C9 substrate Non-substrate 0.7581 CYP450 2D6 substrate Non-substrate 0.8589 CYP450 3A4 substrate Non-substrate 0.6068 CYP450 1A2 substrate Inhibitor 0.6422 CYP450 2C9 inhibitor Non-inhibitor 0.7558 CYP450 2D6 inhibitor Non-inhibitor 0.7995 CYP450 2C19 inhibitor Non-inhibitor 0.6102 CYP450 3A4 inhibitor Non-inhibitor 0.8049 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6534 Ames test AMES toxic 0.5441 Carcinogenicity Non-carcinogens 0.9236 Biodegradation Not ready biodegradable 0.8216 Rat acute toxicity 2.2396 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9383 hERG inhibition (predictor II) Non-inhibitor 0.7747
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-05di-0039600000-eecff9a7bef10c38967a Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0036-0390000000-ff16fdd3c1274cefa187 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-01u0-0049100000-828dfd3b9418632984fd Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-070f-1449000000-3eb12acd25dd39156f16 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0900000000-1738d3a072213523f663 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-0931000000-744c1810057c6b77c887 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 195.1394 predictedDeepCCS 1.0 (2019) [M+H]+ 197.51823 predictedDeepCCS 1.0 (2019) [M+Na]+ 203.59056 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsPhenylethylamine oxidase
- Kind
- Protein
- Organism
- Arthrobacter globiformis
- Pharmacological action
- Unknown
- General Function
- Tryptamine:oxygen oxidoreductase (deaminating) activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- P46881
- Uniprot Name
- Phenylethylamine oxidase
- Molecular Weight
- 70645.405 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 December 14, 2023 19:13