(R)-tacrine(10)-hupyridone

Identification

Name
(R)-tacrine(10)-hupyridone
Accession Number
DB04614
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: 500.718
Monoisotopic: 500.35151205
Chemical Formula
C32H44N4O
InChI Key
ROTFGKJJMRTWBD-HHHXNRCGSA-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-/m1/s1
IUPAC Name
(5R)-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]@H](CCC2)NCCCCCCCCCCNC1=C2CCCCC2=NC2=CC=CC=C12

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAcetylcholinesteraseNot 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
5326966
PubChem Substance
46505238
ChemSpider
4484242
HET
A1E
PDB Entries
1zgb

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 Solubility0.000751 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
Polarizability61.12 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
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 acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Benzoquinolines
Direct Parent
Acridines
Alternative Parents
Quinolones and derivatives / 4-aminoquinolines / Secondary alkylarylamines / Pyridinones / Aralkylamines / Aminopyridines and derivatives / Benzenoids / Heteroaromatic compounds / Lactams / Dialkylamines
show 5 more
Substituents
Acridine / Aminoquinoline / 4-aminoquinoline / Quinolone / Aminopyridine / Pyridinone / Aralkylamine / Secondary aliphatic/aromatic amine / Pyridine / Benzenoid
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not 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
Uniprot Name
Acetylcholinesterase
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]

Drug created on September 11, 2007 11:49 / Updated on December 01, 2017 15:30