NAV

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

Identification

Generic Name
(1H-indol-3-yl)-(2-mercapto-ethoxyimino)-acetic acid
DrugBank Accession Number
DB03455
Background

(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.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 266.316
Monoisotopic: 266.072513014
Chemical Formula
C12H14N2O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UInterleukin-2Not 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

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 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
3-alkylindole / Alkylthiol / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Heteroaromatic compound
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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][C@](NOCCS)(C(O)=O)C1=CNC2=C1C=CC=C2

References

General References
Not Available
PubChem Compound
447066
PubChem Substance
46507395
ChemSpider
394263
ZINC
ZINC000005889662
PDBe Ligand
MPE
PDB Entries
1m4a

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 Solubility0.106 mg/mLALOGPS
logP1.27ALOGPS
logP1.55Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.29Chemaxon
pKa (Strongest Basic)2.44Chemaxon
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-MSsplash10-0097-9630000000-1a06101db75dfa9992b0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-1490000000-a9360308304b88450789
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0900000000-3b4670db6eb40a18f1b0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0297-1910000000-83b30d1b4502faf0c539
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9800000000-227180b774a1473eead2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-7900000000-22b5dd2b3dcdc8613f35
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02ta-0900000000-8f801a7a388606516a9f
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]-161.27354
predicted
DeepCCS 1.0 (2019)
[M+H]+163.63155
predicted
DeepCCS 1.0 (2019)
[M+Na]+169.72472
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Interleukin-2
Kind
Protein
Organism
Humans
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52