(3E)-4-(1-METHYL-1H-INDOL-3-YL)BUT-3-EN-2-ONE

Identification

Name
(3E)-4-(1-METHYL-1H-INDOL-3-YL)BUT-3-EN-2-ONE
Accession Number
DB08186
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: 199.2484
Monoisotopic: 199.099714043
Chemical Formula
C13H13NO
InChI Key
HCYQBFAGILCNRB-BQYQJAHWSA-N
InChI
InChI=1S/C13H13NO/c1-10(15)7-8-11-9-14(2)13-6-4-3-5-12(11)13/h3-9H,1-2H3/b8-7+
IUPAC Name
(3E)-4-(1-methyl-1H-indol-3-yl)but-3-en-2-one
SMILES
CN1C=C(\C=C\C(C)=O)C2=CC=CC=C12

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHistone acetyltransferase KAT2BNot 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
736407
PubChem Substance
99444657
ChemSpider
643531
HET
MIB
PDB Entries
1zs5

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 Solubility0.142 mg/mLALOGPS
logP2.43ALOGPS
logP2.79ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)19.67ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area22 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity62.59 m3·mol-1ChemAxon
Polarizability22.86 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9926
Caco-2 permeable+0.7592
P-glycoprotein substrateNon-substrate0.769
P-glycoprotein inhibitor INon-inhibitor0.8207
P-glycoprotein inhibitor IINon-inhibitor0.6153
Renal organic cation transporterNon-inhibitor0.6891
CYP450 2C9 substrateNon-substrate0.7901
CYP450 2D6 substrateNon-substrate0.7494
CYP450 3A4 substrateNon-substrate0.5223
CYP450 1A2 substrateInhibitor0.8268
CYP450 2C9 inhibitorNon-inhibitor0.789
CYP450 2D6 inhibitorNon-inhibitor0.7397
CYP450 2C19 inhibitorInhibitor0.6571
CYP450 3A4 inhibitorNon-inhibitor0.8518
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6864
Ames testNon AMES toxic0.5327
CarcinogenicityNon-carcinogens0.905
BiodegradationNot ready biodegradable0.7562
Rat acute toxicity2.2302 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9178
hERG inhibition (predictor II)Non-inhibitor0.8652
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 n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
N-alkylindoles
Direct Parent
N-alkylindoles
Alternative Parents
Indoles / N-methylpyrroles / Benzenoids / Heteroaromatic compounds / Enones / Acryloyl compounds / Ketones / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 2 more
Substituents
N-alkylindole / Indole / N-methylpyrrole / Substituted pyrrole / Benzenoid / Acryloyl-group / Enone / Pyrrole / Heteroaromatic compound / Alpha,beta-unsaturated ketone
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transcription factor binding
Specific Function
Functions as a histone acetyltransferase (HAT) to promote transcriptional activation. Has significant histone acetyltransferase activity with core histones (H3 and H4), and also with nucleosome cor...
Gene Name
KAT2B
Uniprot ID
Q92831
Uniprot Name
Histone acetyltransferase KAT2B
Molecular Weight
93012.295 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 15:29 / Updated on December 01, 2017 16:01