Identification
- Generic Name
- Tryptophanamide
- DrugBank Accession Number
- DB04537
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Tryptophanamide (DB04537)
- Weight
- Average: 203.2404
Monoisotopic: 203.105862053 - Chemical Formula
- C11H13N3O
- Synonyms
- (S)-alpha-Amino-1H-indole-3-propionamide
- L-tryptophan amide
- L-tryptophanamide
Pharmacology
- Indication
Not Available
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Not Available
- Mechanism of action
Target Actions Organism UTryptophan--tRNA ligase, cytoplasmic Not Available Humans UTryptophan--tRNA ligase Not Available Geobacillus stearothermophilus - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Tryptamines and derivatives
- Direct Parent
- Tryptamines and derivatives
- Alternative Parents
- Alpha amino acid amides / 3-alkylindoles / Aralkylamines / Substituted pyrroles / Fatty amides / Benzenoids / Heteroaromatic compounds / Primary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds show 4 more
- Substituents
- 3-alkylindole / Alpha-amino acid amide / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group show 19 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- amino acid amide, tryptophan derivative (CHEBI:16533)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 0K2B9SB26H
- CAS number
- 20696-57-5
- InChI Key
- JLSKPBDKNIXMBS-VIFPVBQESA-N
- InChI
- InChI=1S/C11H13N3O/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10/h1-4,6,9,14H,5,12H2,(H2,13,15)/t9-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(1H-indol-3-yl)propanamide
- SMILES
- N[C@@H](CC1=CNC2=C1C=CC=C2)C(N)=O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C00977
- PubChem Compound
- 439356
- PubChem Substance
- 46508052
- ChemSpider
- 388479
- ChEBI
- 16533
- ChEMBL
- CHEMBL227123
- ZINC
- ZINC000000057505
- PDBe Ligand
- LTN
- PDB Entries
- 1mau / 2qui / 3kt8 / 6twc
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 2.63 mg/mL ALOGPS logP 0.35 ALOGPS logP 0.37 Chemaxon logS -1.9 ALOGPS pKa (Strongest Acidic) 15.95 Chemaxon pKa (Strongest Basic) 7.97 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 84.9 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 58.02 m3·mol-1 Chemaxon Polarizability 21.53 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9906 Blood Brain Barrier + 0.9852 Caco-2 permeable - 0.6509 P-glycoprotein substrate Non-substrate 0.5107 P-glycoprotein inhibitor I Non-inhibitor 0.9755 P-glycoprotein inhibitor II Non-inhibitor 0.9711 Renal organic cation transporter Non-inhibitor 0.8571 CYP450 2C9 substrate Non-substrate 0.8821 CYP450 2D6 substrate Non-substrate 0.8008 CYP450 3A4 substrate Non-substrate 0.6951 CYP450 1A2 substrate Inhibitor 0.5408 CYP450 2C9 inhibitor Non-inhibitor 0.8905 CYP450 2D6 inhibitor Non-inhibitor 0.6219 CYP450 2C19 inhibitor Non-inhibitor 0.7601 CYP450 3A4 inhibitor Non-inhibitor 0.6832 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5459 Ames test Non AMES toxic 0.8899 Carcinogenicity Non-carcinogens 0.921 Biodegradation Not ready biodegradable 0.9696 Rat acute toxicity 1.7790 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9907 hERG inhibition (predictor II) Non-inhibitor 0.9016
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 144.11882 predictedDeepCCS 1.0 (2019) [M+H]+ 146.50731 predictedDeepCCS 1.0 (2019) [M+Na]+ 152.87236 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Tryptophan-trna ligase activity
- Specific Function
- Isoform 1, isoform 2 and T1-TrpRS have aminoacylation activity while T2-TrpRS lacks it. Isoform 2, T1-TrpRS and T2-TrpRS possess angiostatic activity whereas isoform 1 lacks it. T2-TrpRS inhibits f...
- Gene Name
- WARS
- Uniprot ID
- P23381
- Uniprot Name
- Tryptophan--tRNA ligase, cytoplasmic
- Molecular Weight
- 53164.91 Da
References
- 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
- Geobacillus stearothermophilus
- Pharmacological action
- Unknown
- General Function
- Tryptophan-trna ligase activity
- Specific Function
- Not Available
- Gene Name
- trpS
- Uniprot ID
- P00953
- Uniprot Name
- Tryptophan--tRNA ligase
- Molecular Weight
- 37192.385 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