L-Tryptophanamide

Identification

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Name
L-Tryptophanamide
Accession Number
DB04537  (EXPT02063)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
0K2B9SB26H
CAS number
Not Available
Weight
Average: 203.2404
Monoisotopic: 203.105862053
Chemical Formula
C11H13N3O
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
[H][C@](N)(CC1=CNC2=C1C=CC=C2)C(N)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTryptophan--tRNA ligaseNot AvailableGeobacillus stearothermophilus
UTryptophan--tRNA ligase, cytoplasmicNot AvailableHumans
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
KEGG Compound
C00977
PubChem Compound
439356
PubChem Substance
46508052
ChemSpider
388479
ChEBI
16533
ChEMBL
CHEMBL227123
HET
LTN
PDB Entries
1mau / 2qui / 3kt8

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility2.63 mg/mLALOGPS
logP0.35ALOGPS
logP0.37ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)15.95ChemAxon
pKa (Strongest Basic)7.97ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area84.9 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity58.02 m3·mol-1ChemAxon
Polarizability21.55 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9906
Blood Brain Barrier+0.9852
Caco-2 permeable-0.6509
P-glycoprotein substrateNon-substrate0.5107
P-glycoprotein inhibitor INon-inhibitor0.9755
P-glycoprotein inhibitor IINon-inhibitor0.9711
Renal organic cation transporterNon-inhibitor0.8571
CYP450 2C9 substrateNon-substrate0.8821
CYP450 2D6 substrateNon-substrate0.8008
CYP450 3A4 substrateNon-substrate0.6951
CYP450 1A2 substrateInhibitor0.5408
CYP450 2C9 inhibitorNon-inhibitor0.8905
CYP450 2D6 inhibitorNon-inhibitor0.6219
CYP450 2C19 inhibitorNon-inhibitor0.7601
CYP450 3A4 inhibitorNon-inhibitor0.6832
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5459
Ames testNon AMES toxic0.8899
CarcinogenicityNon-carcinogens0.921
BiodegradationNot ready biodegradable0.9696
Rat acute toxicity1.7790 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9907
hERG inhibition (predictor II)Non-inhibitor0.9016
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-0090000000-a4eb07a9b4901e0b4875
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-1590000000-ce7149f21e5d190d6759
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-3900000000-a50d7c03854607530d59
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-4900000000-96f271d67709ff373d7a
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-053r-5900000000-91ba44282610f59548c4
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0udi-2590000000-3d15bfaf0f42b734aa8a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-0033090000-3db42d3b3d37b663b1f8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0udi-0390010000-e6e21a2545913d0bce2f
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-053u-0900000000-b48a776aacc284b4a776
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00lu-0900000000-a374b7c91ac54103fc7e
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-1900000000-0ebd5371de6edfb45259
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-000i-0900000000-b0e1293c51171086311e
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4r-0900000000-de372c7f4f4ebf1f9256

Taxonomy

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
Alpha-amino acid amide / Triptan / Alpha-amino acid or derivatives / 3-alkylindole / Indole / Aralkylamine / Fatty amide / Substituted pyrrole / Fatty acyl / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
amino acid amide, tryptophan derivative (CHEBI:16533)

Targets

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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. 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. [PubMed:17016423]
  3. 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. [PubMed:10592235]
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
  1. 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on January 02, 2020 05:29