(1H-indol-3-yl)-(2-mercapto-ethoxyimino)-acetic acid

Identification

Name
(1H-indol-3-yl)-(2-mercapto-ethoxyimino)-acetic acid
Accession Number
DB03455  (EXPT02219)
Type
Small Molecule
Groups
Experimental
Description

(1H-indol-3-yl)-(2-mercapto-ethoxyimino)-acetic acid is a solid. This compound belongs to the indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. (1H-indol-3-yl)-(2-mercapto-ethoxyimino)-acetic acid is known to target interleukin-2.

Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 266.316
Monoisotopic: 266.072513014
Chemical Formula
C12H14N2O3S
InChI Key
FJAWIBGKKKXXAL-LLVKDONJSA-N
InChI
InChI=1S/C12H14N2O3S/c15-12(16)11(14-17-5-6-18)9-7-13-10-4-2-1-3-8(9)10/h1-4,7,11,13-14,18H,5-6H2,(H,15,16)/t11-/m1/s1
IUPAC Name
(2R)-2-(1H-indol-3-yl)-2-[(2-sulfanylethoxy)amino]acetic acid
SMILES
[H][[email protected]](NOCCS)(C(O)=O)C1=CNC2=C1C=CC=C2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UInterleukin-2Not AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
447066
PubChem Substance
46507395
ChemSpider
394263
HET
MPE
PDB Entries
1m4a

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 Solubility0.106 mg/mLALOGPS
logP1.27ALOGPS
logP1.42ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.38ChemAxon
pKa (Strongest Basic)2.65ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area74.35 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity80.66 m3·mol-1ChemAxon
Polarizability27.27 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9923
Blood Brain Barrier+0.8273
Caco-2 permeable-0.6411
P-glycoprotein substrateNon-substrate0.6219
P-glycoprotein inhibitor INon-inhibitor0.9422
P-glycoprotein inhibitor IINon-inhibitor0.9935
Renal organic cation transporterNon-inhibitor0.8536
CYP450 2C9 substrateNon-substrate0.8554
CYP450 2D6 substrateNon-substrate0.7844
CYP450 3A4 substrateNon-substrate0.724
CYP450 1A2 substrateNon-inhibitor0.5429
CYP450 2C9 inhibitorNon-inhibitor0.7117
CYP450 2D6 inhibitorNon-inhibitor0.8421
CYP450 2C19 inhibitorNon-inhibitor0.7303
CYP450 3A4 inhibitorNon-inhibitor0.6723
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.718
Ames testNon AMES toxic0.5222
CarcinogenicityNon-carcinogens0.8846
BiodegradationNot ready biodegradable0.9351
Rat acute toxicity2.2816 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9489
hERG inhibition (predictor II)Non-inhibitor0.7608
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolyl carboxylic acids and derivatives
Direct Parent
Indole-3-acetic acid derivatives
Alternative Parents
Alpha amino acids and derivatives / 3-alkylindoles / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / N-organohydroxylamines / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Alkylthiols
show 4 more
Substituents
Indole-3-acetic acid derivative / Alpha-amino acid or derivatives / 3-alkylindole / Indole / Substituted pyrrole / Benzenoid / Pyrrole / Heteroaromatic compound / Alkylthiol / Monocarboxylic acid or derivatives
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Kinase activator activity
Specific Function
Produced by T-cells in response to antigenic or mitogenic stimulation, this protein is required for T-cell proliferation and other activities crucial to regulation of the immune response. Can stimu...
Gene Name
IL2
Uniprot ID
P60568
Uniprot Name
Interleukin-2
Molecular Weight
17627.52 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 December 01, 2017 15:14