ethyl 3-[(E)-2-amino-1-cyanoethenyl]-6,7-dichloro-1-methyl-1H-indole-2-carboxylate

Identification

Name
ethyl 3-[(E)-2-amino-1-cyanoethenyl]-6,7-dichloro-1-methyl-1H-indole-2-carboxylate
Accession Number
DB08691
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 338.189
Monoisotopic: 337.038482089
Chemical Formula
C15H13Cl2N3O2
InChI Key
CXJCGSPAPOTTSF-VURMDHGXSA-N
InChI
InChI=1S/C15H13Cl2N3O2/c1-3-22-15(21)14-11(8(6-18)7-19)9-4-5-10(16)12(17)13(9)20(14)2/h4-6H,3,18H2,1-2H3/b8-6-
IUPAC Name
ethyl 3-[(1E)-2-amino-1-cyanoeth-1-en-1-yl]-6,7-dichloro-1-methyl-1H-indole-2-carboxylate
SMILES
CCOC(=O)C1=C(\C(=C/N)C#N)C2=C(N1C)C(Cl)=C(Cl)C=C2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDual specificity protein kinase CLK1Not AvailableHuman
UDual specificity protein kinase CLK3Not 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
44237094
PubChem Substance
99445162
ChemSpider
22378449
ChEMBL
CHEMBL1236620
HET
V25
PDB Entries
2vag / 2wu7

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 Solubility0.0359 mg/mLALOGPS
logP3.53ALOGPS
logP3.01ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)2.04ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area81.04 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.6 m3·mol-1ChemAxon
Polarizability32.76 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.7796
Caco-2 permeable+0.5304
P-glycoprotein substrateNon-substrate0.6472
P-glycoprotein inhibitor INon-inhibitor0.8564
P-glycoprotein inhibitor IIInhibitor0.5494
Renal organic cation transporterNon-inhibitor0.7794
CYP450 2C9 substrateNon-substrate0.858
CYP450 2D6 substrateNon-substrate0.8167
CYP450 3A4 substrateSubstrate0.5486
CYP450 1A2 substrateInhibitor0.7823
CYP450 2C9 inhibitorInhibitor0.5239
CYP450 2D6 inhibitorNon-inhibitor0.8938
CYP450 2C19 inhibitorInhibitor0.5094
CYP450 3A4 inhibitorNon-inhibitor0.8132
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9242
Ames testNon AMES toxic0.5853
CarcinogenicityNon-carcinogens0.87
BiodegradationNot ready biodegradable0.9839
Rat acute toxicity2.6602 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9571
hERG inhibition (predictor II)Non-inhibitor0.7558
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 indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolecarboxylic acids and derivatives
Direct Parent
Indolecarboxylic acids and derivatives
Alternative Parents
N-alkylindoles / Indoles / Pyrrole carboxylic acids and derivatives / Aryl chlorides / Benzenoids / N-methylpyrroles / Heteroaromatic compounds / Amino acids and derivatives / Carboxylic acid esters / Azacyclic compounds
show 9 more
Substituents
Indolecarboxylic acid derivative / N-alkylindole / Indole / Pyrrole-2-carboxylic acid or derivatives / Aryl chloride / Aryl halide / Benzenoid / Substituted pyrrole / N-methylpyrrole / Heteroaromatic compound
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine/tyrosine kinase activity
Specific Function
Dual specificity kinase acting on both serine/threonine and tyrosine-containing substrates. Phosphorylates serine- and arginine-rich (SR) proteins of the spliceosomal complex and may be a constitue...
Gene Name
CLK1
Uniprot ID
P49759
Uniprot Name
Dual specificity protein kinase CLK1
Molecular Weight
57290.145 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]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Dual specificity kinase acting on both serine/threonine and tyrosine-containing substrates. Phosphorylates serine- and arginine-rich (SR) proteins of the spliceosomal complex. May be a constituent ...
Gene Name
CLK3
Uniprot ID
P49761
Uniprot Name
Dual specificity protein kinase CLK3
Molecular Weight
73514.365 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 September 15, 2010 15:34 / Updated on December 01, 2017 16:08