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Identification
Name7-METHOXY-1-METHYL-9H-BETA-CARBOLINE
Accession NumberDB07919
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 212.2472
Monoisotopic: 212.094963016
Chemical FormulaC13H12N2O
InChI KeyBXNJHAXVSOCGBA-UHFFFAOYSA-N
InChI
InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
IUPAC Name
7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
SMILES
COC1=CC=C2C(NC3=C2C=CN=C3C)=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as harmala alkaloids. These are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassHarmala alkaloids
Sub ClassNot Available
Direct ParentHarmala alkaloids
Alternative Parents
Substituents
  • Harman
  • Pyridoindole
  • Beta-carboline
  • Indole or derivatives
  • Indole
  • Anisole
  • Methylpyridine
  • Alkyl aryl ether
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.997
Blood Brain Barrier+0.9854
Caco-2 permeable-0.8957
P-glycoprotein substrateNon-substrate0.5688
P-glycoprotein inhibitor INon-inhibitor0.7264
P-glycoprotein inhibitor IINon-inhibitor0.8251
Renal organic cation transporterNon-inhibitor0.6919
CYP450 2C9 substrateNon-substrate0.8379
CYP450 2D6 substrateNon-substrate0.6556
CYP450 3A4 substrateNon-substrate0.5656
CYP450 1A2 substrateInhibitor0.9629
CYP450 2C9 substrateNon-inhibitor0.9481
CYP450 2D6 substrateInhibitor0.8932
CYP450 2C19 substrateNon-inhibitor0.9026
CYP450 3A4 substrateInhibitor0.6929
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6307
Ames testAMES toxic0.9162
CarcinogenicityNon-carcinogens0.9682
BiodegradationNot ready biodegradable0.9949
Rat acute toxicity2.0878 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8598
hERG inhibition (predictor II)Non-inhibitor0.7301
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0613 mg/mLALOGPS
logP3.05ALOGPS
logP1.85ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)13.54ChemAxon
pKa (Strongest Basic)6.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.91 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity62.37 m3·mol-1ChemAxon
Polarizability23.45 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Amine oxidase [flavin-containing] A

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Amine oxidase [flavin-containing] A P21397 Details

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

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Drug created on September 15, 2010 15:27 / Updated on September 16, 2013 18:07