Identification
- Generic Name
- Tryptamine
- DrugBank Accession Number
- DB08653
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Tryptamine (DB08653)
- Weight
- Average: 160.2157
Monoisotopic: 160.100048394 - Chemical Formula
- C10H12N2
- Synonyms
- 1H-indole-3-ethanamine
- 2-(3-indolyl)ethylamine
- 3-(2-Aminoethyl)indole
- Tryptamine
- External IDs
- NSC-165212
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
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAralkylamine dehydrogenase light chain Not Available Alcaligenes faecalis UAralkylamine dehydrogenase heavy chain Not Available Alcaligenes faecalis - 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
Pathway Category Tryptophan Metabolism Metabolic - Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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
- 3-alkylindoles / 2-arylethylamines / Aralkylamines / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
- Substituents
- 2-arylethylamine / 3-alkylindole / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Indole
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- indole alkaloid, aminoalkylindole, tryptamines, aralkylamino compound (CHEBI:16765) / Indole alkaloids (C00398)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 422ZU9N5TV
- CAS number
- 61-54-1
- InChI Key
- APJYDQYYACXCRM-UHFFFAOYSA-N
- InChI
- InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2
- IUPAC Name
- 2-(1H-indol-3-yl)ethan-1-amine
- SMILES
- NCCC1=CNC2=CC=CC=C12
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000303
- KEGG Compound
- C00398
- PubChem Compound
- 1150
- PubChem Substance
- 99445124
- ChemSpider
- 1118
- BindingDB
- 50024210
- ChEBI
- 16765
- ChEMBL
- CHEMBL6640
- ZINC
- ZINC000000120144
- Guide to Pharmacology
- GtP Drug Page
- PDBe Ligand
- TSS
- Wikipedia
- Tryptamine
- PDB Entries
- 2agw / 2fpb / 2iuq / 2pql / 3atm / 3rxi / 4ge1 / 6htm / 6khp / 7ju0 … show 2 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count 2 Completed Treatment Endometriosis / Menstrual Distress (Dysmenorrhea) 1 2 Recruiting Treatment Promotion of wound healing 1 2 Terminated Treatment Coronavirus Disease 2019 (COVID‑19) 1 2 Withdrawn Treatment Coronavirus Disease 2019 (COVID‑19) 1 1, 2 Terminated Supportive Care Quality of Life (QOL) 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 1.34 mg/mL ALOGPS logP 1.21 ALOGPS logP 1.49 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 17.17 Chemaxon pKa (Strongest Basic) 9.73 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 41.81 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 50.37 m3·mol-1 Chemaxon Polarizability 18.34 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 + 0.9967 Blood Brain Barrier + 0.9771 Caco-2 permeable - 0.532 P-glycoprotein substrate Non-substrate 0.5458 P-glycoprotein inhibitor I Non-inhibitor 0.9767 P-glycoprotein inhibitor II Non-inhibitor 0.8394 Renal organic cation transporter Inhibitor 0.5764 CYP450 2C9 substrate Non-substrate 0.8841 CYP450 2D6 substrate Non-substrate 0.5059 CYP450 3A4 substrate Non-substrate 0.7669 CYP450 1A2 substrate Inhibitor 0.9107 CYP450 2C9 inhibitor Non-inhibitor 0.9071 CYP450 2D6 inhibitor Non-inhibitor 0.5648 CYP450 2C19 inhibitor Non-inhibitor 0.9026 CYP450 3A4 inhibitor Non-inhibitor 0.8346 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6446 Ames test Non AMES toxic 0.9303 Carcinogenicity Non-carcinogens 0.9255 Biodegradation Not ready biodegradable 0.9211 Rat acute toxicity 2.4108 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9337 hERG inhibition (predictor II) Non-inhibitor 0.7437
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 137.7819882 predictedDarkChem Lite v0.1.0 [M-H]- 137.7227882 predictedDarkChem Lite v0.1.0 [M-H]- 137.5492882 predictedDarkChem Lite v0.1.0 [M-H]- 129.12166 predictedDeepCCS 1.0 (2019) [M+H]+ 138.9369882 predictedDarkChem Lite v0.1.0 [M+H]+ 138.5080882 predictedDarkChem Lite v0.1.0 [M+H]+ 138.6313882 predictedDarkChem Lite v0.1.0 [M+H]+ 132.95076 predictedDeepCCS 1.0 (2019) [M+Na]+ 138.1991882 predictedDarkChem Lite v0.1.0 [M+Na]+ 138.1733882 predictedDarkChem Lite v0.1.0 [M+Na]+ 138.0735882 predictedDarkChem Lite v0.1.0 [M+Na]+ 141.95372 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Alcaligenes faecalis
- Pharmacological action
- Unknown
- General Function
- Aralkylamine dehydrogenase (azurin) activity
- Specific Function
- Oxidizes primary aromatic amines and, more slowly, some long-chain aliphatic amines, but not methylamine or ethylamine. Uses azurin as an electron acceptor to transfer electrons from the reduced tr...
- Gene Name
- aauA
- Uniprot ID
- P84887
- Uniprot Name
- Aralkylamine dehydrogenase light chain
- Molecular Weight
- 19651.915 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
- Alcaligenes faecalis
- Pharmacological action
- Unknown
- General Function
- Aralkylamine dehydrogenase (azurin) activity
- Specific Function
- Oxidizes primary aromatic amines and, more slowly, some long-chain aliphatic amines, but not methylamine or ethylamine. Uses azurin as an electron acceptor to transfer electrons from the reduced tr...
- Gene Name
- aauB
- Uniprot ID
- P84888
- Uniprot Name
- Aralkylamine dehydrogenase heavy chain
- Molecular Weight
- 42924.595 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]
Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52