NAV

(1S)-1-AMINO-2-(1H-INDOL-3-YL)ETHANOL

Identification

Generic Name
(1S)-1-AMINO-2-(1H-INDOL-3-YL)ETHANOL
DrugBank Accession Number
DB08649
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 176.2151
Monoisotopic: 176.094963016
Chemical Formula
C10H12N2O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAralkylamine dehydrogenase light chainNot AvailableAlcaligenes faecalis
UAralkylamine dehydrogenase heavy chainNot AvailableAlcaligenes 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
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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 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
3-alkylindoles
Alternative Parents
Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Hemiaminals / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Monoalkylamines / Hydrocarbon derivatives
Substituents
3-alkylindole / Alkanolamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Hemiaminal / Heteroaromatic compound / Hydrocarbon derivative / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tryptamines (CHEBI:46144)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
WNWJSYYPDDQIQV-JTQLQIEISA-N
InChI
InChI=1S/C10H12N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5,11H2/t10-/m0/s1
IUPAC Name
(1S)-1-amino-2-(1H-indol-3-yl)ethan-1-ol
SMILES
[H][C@](N)(O)CC1=CNC2=CC=CC=C12

References

General References
Not Available
PubChem Compound
20846113
PubChem Substance
99445120
ChemSpider
20163058
ChEBI
46144
ZINC
ZINC000053683275
PDBe Ligand
TSC
PDB Entries
2agz / 2ah0

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility5.89 mg/mLALOGPS
logP0.72ALOGPS
logP0.89Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)14.15Chemaxon
pKa (Strongest Basic)8.92Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area62.04 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity51.51 m3·mol-1Chemaxon
Polarizability18.93 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9796
Blood Brain Barrier+0.9928
Caco-2 permeable-0.621
P-glycoprotein substrateNon-substrate0.6647
P-glycoprotein inhibitor INon-inhibitor0.986
P-glycoprotein inhibitor IINon-inhibitor0.9758
Renal organic cation transporterNon-inhibitor0.8156
CYP450 2C9 substrateNon-substrate0.8234
CYP450 2D6 substrateNon-substrate0.7657
CYP450 3A4 substrateNon-substrate0.7106
CYP450 1A2 substrateNon-inhibitor0.8174
CYP450 2C9 inhibitorNon-inhibitor0.8323
CYP450 2D6 inhibitorNon-inhibitor0.7175
CYP450 2C19 inhibitorNon-inhibitor0.858
CYP450 3A4 inhibitorNon-inhibitor0.8586
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7914
Ames testNon AMES toxic0.8888
CarcinogenicityNon-carcinogens0.9081
BiodegradationNot ready biodegradable0.9321
Rat acute toxicity1.8404 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.993
hERG inhibition (predictor II)Non-inhibitor0.9167
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-MSsplash10-003s-3900000000-b8964628f15ae4a539b3
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-59489a5d04d407d7c23b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aou-5900000000-dc70d48a4308ab7587de
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dl-0900000000-76fd9dd56bfafbd5aae7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9700000000-c58c6e4f209b1f225a40
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0900000000-5df7b5f59ec7bd43342e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9100000000-10641333a6c75911cd54
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-135.13908
predicted
DeepCCS 1.0 (2019)
[M+H]+137.53465
predicted
DeepCCS 1.0 (2019)
[M+Na]+144.51454
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aralkylamine dehydrogenase light chain
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
  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. [Article]
Details2. Aralkylamine dehydrogenase heavy chain
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
  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. [Article]

Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52