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Identification
Name(S)-tacrine(10)-hupyridone
Accession NumberDB04615
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
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
UNIINot Available
CAS numberNot Available
WeightAverage: 500.718
Monoisotopic: 500.35151205
Chemical FormulaC32H44N4O
InChI KeyROTFGKJJMRTWBD-MHZLTWQESA-N
InChI
InChI=1S/C32H44N4O/c37-31-21-20-24-27(18-13-19-28(24)36-31)33-22-11-5-3-1-2-4-6-12-23-34-32-25-14-7-9-16-29(25)35-30-17-10-8-15-26(30)32/h7,9,14,16,20-21,27,33H,1-6,8,10-13,15,17-19,22-23H2,(H,34,35)(H,36,37)/t27-/m0/s1
IUPAC Name
(5S)-5-({10-[(1,2,3,4-tetrahydroacridin-9-yl)amino]decyl}amino)-1,2,5,6,7,8-hexahydroquinolin-2-one
SMILES
O=C1NC2=C(C=C1)[[email protected]](CCC2)NCCCCCCCCCCNC1=C2CCCCC2=NC2=CC=CC=C12
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
AcetylcholinesteraseProteinunknownNot AvailableHumanP22303 details
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
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9355
Blood Brain Barrier+0.9589
Caco-2 permeable-0.6685
P-glycoprotein substrateSubstrate0.6371
P-glycoprotein inhibitor INon-inhibitor0.569
P-glycoprotein inhibitor IINon-inhibitor0.5542
Renal organic cation transporterNon-inhibitor0.5322
CYP450 2C9 substrateNon-substrate0.8139
CYP450 2D6 substrateNon-substrate0.6529
CYP450 3A4 substrateNon-substrate0.5157
CYP450 1A2 substrateInhibitor0.6649
CYP450 2C9 inhibitorNon-inhibitor0.8487
CYP450 2D6 inhibitorNon-inhibitor0.6734
CYP450 2C19 inhibitorNon-inhibitor0.5783
CYP450 3A4 inhibitorNon-inhibitor0.8148
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7379
Ames testNon AMES toxic0.5356
CarcinogenicityNon-carcinogens0.9415
BiodegradationNot ready biodegradable0.9941
Rat acute toxicity2.3518 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9148
hERG inhibition (predictor II)Inhibitor0.8181
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 PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000751 mg/mLALOGPS
logP6.89ALOGPS
logP5.88ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)11.33ChemAxon
pKa (Strongest Basic)9.94ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area66.05 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity155.8 m3·mol-1ChemAxon
Polarizability60.16 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
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
  • Quinolone
  • Aminoquinoline
  • Aralkylamine
  • Secondary aliphatic/aromatic amine
  • Pyridinone
  • Aminopyridine
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Secondary amine
  • Secondary aliphatic amine
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Serine hydrolase activity
Specific Function:
Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:
ACHE
Uniprot ID:
P22303
Molecular Weight:
67795.525 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 ]
Comments
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Drug created on September 11, 2007 11:49 / Updated on August 17, 2016 12:24