3,8-Diamino-6-Phenyl-5-[6-[1-[2-[(1,2,3,4-Tetrahydro-9-Acridinyl)Amino]Ethyl]-1h-1,2,3-Triazol-4-Yl]Hexyl]-Phenanthridinium

Identification

Name
3,8-Diamino-6-Phenyl-5-[6-[1-[2-[(1,2,3,4-Tetrahydro-9-Acridinyl)Amino]Ethyl]-1h-1,2,3-Triazol-4-Yl]Hexyl]-Phenanthridinium
Accession Number
DB02226  (EXPT03146)
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: 661.8603
Monoisotopic: 661.37671848
Chemical Formula
C42H45N8
InChI Key
NAARZDJZGYBXKL-UHFFFAOYSA-O
InChI
InChI=1S/C42H44N8/c43-30-19-21-33-34-22-20-31(44)27-40(34)50(42(37(33)26-30)29-12-4-3-5-13-29)24-11-2-1-6-14-32-28-49(48-47-32)25-23-45-41-35-15-7-9-17-38(35)46-39-18-10-8-16-36(39)41/h3-5,7,9,12-13,15,17,19-22,26-28,44H,1-2,6,8,10-11,14,16,18,23-25,43H2,(H,45,46)/p+1
IUPAC Name
3,8-diamino-6-phenyl-5-[6-(1-{2-[(1,2,3,4-tetrahydroacridin-9-yl)amino]ethyl}-1H-1,2,3-triazol-4-yl)hexyl]phenanthridin-5-ium
SMILES
NC1=CC2=C(C=C1)C1=CC=C(N)C=C1C(C1=CC=CC=C1)=[N+]2CCCCCCC1=CN(CCNC2=C3CCCCC3=NC3=C2C=CC=C3)N=N1

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
5289507
PubChem Substance
46505020
ChemSpider
4451459
BindingDB
50377920
ChEMBL
CHEMBL455333
HET
TZ4
PDB Entries
1q84 / 2xuf / 2xug / 2xuh / 2xuo / 2xuq

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 Solubility0.000297 mg/mLALOGPS
logP4.66ALOGPS
logP3.2ChemAxon
logS-6.4ALOGPS
pKa (Strongest Basic)8.89ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.55 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity217.12 m3·mol-1ChemAxon
Polarizability77.75 Å3ChemAxon
Number of Rings8ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.954
Blood Brain Barrier+0.8987
Caco-2 permeable-0.5872
P-glycoprotein substrateSubstrate0.6682
P-glycoprotein inhibitor INon-inhibitor0.7525
P-glycoprotein inhibitor IIInhibitor0.51
Renal organic cation transporterInhibitor0.5996
CYP450 2C9 substrateNon-substrate0.8866
CYP450 2D6 substrateNon-substrate0.7445
CYP450 3A4 substrateNon-substrate0.5835
CYP450 1A2 substrateInhibitor0.5704
CYP450 2C9 inhibitorNon-inhibitor0.7785
CYP450 2D6 inhibitorInhibitor0.6082
CYP450 2C19 inhibitorNon-inhibitor0.5224
CYP450 3A4 inhibitorInhibitor0.5635
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7601
Ames testAMES toxic0.5255
CarcinogenicityNon-carcinogens0.8276
BiodegradationNot ready biodegradable0.9884
Rat acute toxicity2.6865 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.509
hERG inhibition (predictor II)Inhibitor0.847
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 phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Phenylquinolines
Direct Parent
Phenylquinolines
Alternative Parents
Phenanthridines and derivatives / Acridines / Phenylpyridines / 4-aminoquinolines / Isoquinolines and derivatives / Secondary alkylarylamines / Aminopyridines and derivatives / Pyridinium derivatives / Benzene and substituted derivatives / Triazoles
show 6 more
Substituents
Phenylquinoline / Acridine / Phenanthridine / Benzoquinoline / 2-phenylpyridine / 4-aminoquinoline / Aminoquinoline / Isoquinoline / Aminopyridine / Secondary aliphatic/aromatic amine
show 17 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. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  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:17016423]
  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:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:54