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Identification
Name4-Methyl-2,5-dimethoxyamphetamine
Accession NumberDB01528
TypeSmall Molecule
GroupsExperimental, Illicit
DescriptionA psychedelic phenyl isopropylamine derivative, commonly called DOM, whose mood-altering effects and mechanism of action may be similar to those of LSD. [PubChem]
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIIUKI9MLD5OI
CAS number15588-95-1
WeightAverage: 209.2848
Monoisotopic: 209.141578857
Chemical FormulaC12H19NO2
InChI KeyInChIKey=NTJQREUGJKIARY-UHFFFAOYSA-N
InChI
InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3
IUPAC Name
1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine
SMILES
COC1=CC(CC(C)N)=C(OC)C=C1C
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenethylamines
Direct ParentAmphetamines and derivatives
Alternative Parents
Substituents
  • P-dimethoxybenzene
  • Dimethoxybenzene
  • Amphetamine or derivatives
  • Phenylpropane
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Aralkylamine
  • Toluene
  • Alkyl aryl ether
  • Ether
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
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+0.9971
Blood Brain Barrier+0.9322
Caco-2 permeable+0.7724
P-glycoprotein substrateNon-substrate0.7072
P-glycoprotein inhibitor INon-inhibitor0.8304
P-glycoprotein inhibitor IINon-inhibitor0.9609
Renal organic cation transporterNon-inhibitor0.8061
CYP450 2C9 substrateNon-substrate0.8379
CYP450 2D6 substrateSubstrate0.8345
CYP450 3A4 substrateNon-substrate0.5068
CYP450 1A2 substrateInhibitor0.6292
CYP450 2C9 inhibitorNon-inhibitor0.9714
CYP450 2D6 inhibitorInhibitor0.8316
CYP450 2C19 inhibitorNon-inhibitor0.8919
CYP450 3A4 inhibitorNon-inhibitor0.9071
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7422
Ames testNon AMES toxic0.6302
CarcinogenicityNon-carcinogens0.7951
BiodegradationNot ready biodegradable0.8606
Rat acute toxicity3.0267 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8845
hERG inhibition (predictor II)Non-inhibitor0.6909
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
logP2.24HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.969 mg/mLALOGPS
logP2.02ALOGPS
logP2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)9.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.48 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity61.67 m3·mol-1ChemAxon
Polarizability24.09 Å3ChemAxon
Number of Rings1ChemAxon
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 ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on July 31, 2007 07:10 / Updated on August 17, 2016 12:23