(9S)-9-[(8-AMMONIOOCTYL)AMINO]-1,2,3,4,9,10-HEXAHYDROACRIDINIUM

Identification

Generic Name
(9S)-9-[(8-AMMONIOOCTYL)AMINO]-1,2,3,4,9,10-HEXAHYDROACRIDINIUM
DrugBank Accession Number
DB04617
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 327.5068
Monoisotopic: 327.267448071
Chemical Formula
C21H33N3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAcetylcholinesteraseNot AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
4-aminoquinolines / Secondary alkylarylamines / Aminopyridines and derivatives / Pyridinium derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
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Substituents
4-aminoquinoline / Acridine / Amine / Aminopyridine / Aminoquinoline / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LFBAUYQQFKFFCF-UHFFFAOYSA-P
InChI
InChI=1S/C21H31N3/c22-15-9-3-1-2-4-10-16-23-21-17-11-5-7-13-19(17)24-20-14-8-6-12-18(20)21/h5,7,11,13H,1-4,6,8-10,12,14-16,22H2,(H,23,24)/p+2
IUPAC Name
9-[(8-azaniumyloctyl)amino]-1,2,3,4-tetrahydroacridin-10-ium
SMILES
[NH3+]CCCCCCCCNC1=C2CCCCC2=[NH+]C2=CC=CC=C12

References

General References
Not Available
PubChem Compound
5287586
PubChem Substance
46506316
ChemSpider
4449919
PDBe Ligand
A8N
PDB Entries
1ut6

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility1.95e-06 mg/mLALOGPS
logP1.14ALOGPS
logP4.49Chemaxon
logS-8.3ALOGPS
pKa (Strongest Basic)10.23Chemaxon
Physiological Charge2Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area53.81 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity116.15 m3·mol-1Chemaxon
Polarizability41.7 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5124
Blood Brain Barrier+0.8855
Caco-2 permeable-0.8022
P-glycoprotein substrateSubstrate0.6403
P-glycoprotein inhibitor INon-inhibitor0.7997
P-glycoprotein inhibitor IIInhibitor0.7065
Renal organic cation transporterInhibitor0.5997
CYP450 2C9 substrateNon-substrate0.8269
CYP450 2D6 substrateNon-substrate0.6571
CYP450 3A4 substrateNon-substrate0.7205
CYP450 1A2 substrateInhibitor0.8279
CYP450 2C9 inhibitorNon-inhibitor0.8841
CYP450 2D6 inhibitorInhibitor0.5127
CYP450 2C19 inhibitorNon-inhibitor0.862
CYP450 3A4 inhibitorNon-inhibitor0.868
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5979
Ames testAMES toxic0.5437
CarcinogenicityNon-carcinogens0.9112
BiodegradationNot ready biodegradable0.9597
Rat acute toxicity2.8476 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7834
hERG inhibition (predictor II)Inhibitor0.8396
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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-181.77867
predicted
DeepCCS 1.0 (2019)
[M+H]+184.32898
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.32423
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52