N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide

Identification

Name
N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide
Accession Number
DB08190
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: 358.1749
Monoisotopic: 358.017821154
Chemical Formula
C13H15IN2O2
InChI Key
FJDDSMSDZHURBJ-UHFFFAOYSA-N
InChI
InChI=1S/C13H15IN2O2/c1-8(17)15-6-5-10-11-7-9(18-2)3-4-12(11)16-13(10)14/h3-4,7,16H,5-6H2,1-2H3,(H,15,17)
IUPAC Name
N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide
SMILES
COC1=CC=C2NC(I)=C(CCNC(C)=O)C2=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
URibosyldihydronicotinamide dehydrogenase [quinone]Not 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
115348
PubChem Substance
99444661
ChemSpider
103191
BindingDB
29611
ChEBI
109558
ChEMBL
CHEMBL289233
IUPHAR
1343
Guide to Pharmacology
GtP Drug Page
HET
ML2
PDB Entries
2qx8 / 2qx9

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 Solubility0.0223 mg/mLALOGPS
logP2.89ALOGPS
logP2.18ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)14.23ChemAxon
pKa (Strongest Basic)-0.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area54.12 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.94 m3·mol-1ChemAxon
Polarizability31.3 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9938
Blood Brain Barrier+0.9731
Caco-2 permeable-0.5126
P-glycoprotein substrateSubstrate0.6236
P-glycoprotein inhibitor INon-inhibitor0.923
P-glycoprotein inhibitor IINon-inhibitor0.7263
Renal organic cation transporterNon-inhibitor0.5774
CYP450 2C9 substrateNon-substrate0.8319
CYP450 2D6 substrateNon-substrate0.5558
CYP450 3A4 substrateSubstrate0.6934
CYP450 1A2 substrateInhibitor0.9501
CYP450 2C9 inhibitorNon-inhibitor0.8536
CYP450 2D6 inhibitorInhibitor0.7996
CYP450 2C19 inhibitorInhibitor0.8995
CYP450 3A4 inhibitorInhibitor0.796
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8558
Ames testNon AMES toxic0.8225
CarcinogenicityNon-carcinogens0.9369
BiodegradationNot ready biodegradable0.9935
Rat acute toxicity2.2955 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9584
hERG inhibition (predictor II)Inhibitor0.7151
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 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
Anisoles / Alkyl aryl ethers / Substituted pyrroles / Aryl iodides / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 2 more
Substituents
3-alkylindole / Anisole / Alkyl aryl ether / Aryl halide / Aryl iodide / Substituted pyrrole / Benzenoid / Heteroaromatic compound / Pyrrole / Carboximidic acid
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Nadph dehydrogenase (quinone) activity
Specific Function
The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinones involved in detoxification pathways as well as in biosynthetic processes such as the vi...
Gene Name
NQO2
Uniprot ID
P16083
Uniprot Name
Ribosyldihydronicotinamide dehydrogenase [quinone]
Molecular Weight
25918.4 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