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Identification
Name9-N-Phenylmethylamino-Tacrine
Accession NumberDB03672  (EXPT00297)
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: 288.3862
Monoisotopic: 288.16264865
Chemical FormulaC20H20N2
InChI KeyJYJAEHAURXXPSD-UHFFFAOYSA-N
InChI
InChI=1S/C20H20N2/c1-2-8-15(9-3-1)14-21-20-16-10-4-6-12-18(16)22-19-13-7-5-11-17(19)20/h1-4,6,8-10,12H,5,7,11,13-14H2,(H,21,22)
IUPAC Name
N-benzyl-1,2,3,4-tetrahydroacridin-9-amine
SMILES
C(NC1=C2C=CC=CC2=NC2=C1CCCC2)C1=CC=CC=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassBenzoquinolines
Direct ParentAcridines
Alternative Parents
Substituents
  • Acridine
  • Aminoquinoline
  • Phenylmethylamine
  • Benzylamine
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Aminopyridine
  • Benzenoid
  • Pyridine
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Azacycle
  • Secondary amine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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+0.9804
Blood Brain Barrier+0.9776
Caco-2 permeable-0.7058
P-glycoprotein substrateNon-substrate0.5363
P-glycoprotein inhibitor INon-inhibitor0.7192
P-glycoprotein inhibitor IIInhibitor0.5821
Renal organic cation transporterInhibitor0.6965
CYP450 2C9 substrateNon-substrate0.8191
CYP450 2D6 substrateNon-substrate0.6229
CYP450 3A4 substrateNon-substrate0.6898
CYP450 1A2 substrateInhibitor0.9534
CYP450 2C9 substrateNon-inhibitor0.782
CYP450 2D6 substrateInhibitor0.6709
CYP450 2C19 substrateNon-inhibitor0.6319
CYP450 3A4 substrateNon-inhibitor0.5153
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7137
Ames testAMES toxic0.6851
CarcinogenicityNon-carcinogens0.9369
BiodegradationNot ready biodegradable0.9806
Rat acute toxicity3.0127 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7997
hERG inhibition (predictor II)Inhibitor0.6303
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00109 mg/mLALOGPS
logP5.2ALOGPS
logP4.65ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.92 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity91.84 m3·mol-1ChemAxon
Polarizability33.86 Å3ChemAxon
Number of Rings4ChemAxon
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 Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Cholinesterase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cholinesterase P06276 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. 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 June 13, 2005 07:24 / Updated on September 16, 2013 17:22