3-Chloro-9-Ethyl-6,7,8,9,10,11-Hexahydro-7,11-Methanocycloocta[B]Quinolin-12-Amine

Identification

Name
3-Chloro-9-Ethyl-6,7,8,9,10,11-Hexahydro-7,11-Methanocycloocta[B]Quinolin-12-Amine
Accession Number
DB04114  (EXPT01796)
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: 298.81
Monoisotopic: 298.123676325
Chemical Formula
C18H19ClN2
InChI Key
QTPHSDHUHXUYFE-NWDGAFQWSA-N
InChI
InChI=1S/C18H19ClN2/c1-2-10-5-11-7-12(6-10)17-16(8-11)21-15-9-13(19)3-4-14(15)18(17)20/h3-5,9,11-12H,2,6-8H2,1H3,(H2,20,21)/t11-,12+/m0/s1
IUPAC Name
(1S,13S)-7-chloro-15-ethyl-10-azatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,5,7,9,14-hexaen-3-amine
SMILES
[H][[email protected]]12CC3=C(C(N)=C4C=CC(Cl)=CC4=N3)[[email protected]]([H])(CC(CC)=C1)C2

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
5288588
PubChem Substance
46507888
ChemSpider
4450720
ChEMBL
CHEMBL483716
HET
HUX
PDB Entries
1e66

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 Solubility0.00163 mg/mLALOGPS
logP5.02ALOGPS
logP4.11ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)8.07ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.91 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity88.44 m3·mol-1ChemAxon
Polarizability33.11 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9948
Blood Brain Barrier+0.9217
Caco-2 permeable+0.5599
P-glycoprotein substrateSubstrate0.5774
P-glycoprotein inhibitor INon-inhibitor0.6437
P-glycoprotein inhibitor IINon-inhibitor0.7523
Renal organic cation transporterNon-inhibitor0.5976
CYP450 2C9 substrateNon-substrate0.8266
CYP450 2D6 substrateNon-substrate0.8007
CYP450 3A4 substrateNon-substrate0.5398
CYP450 1A2 substrateInhibitor0.8529
CYP450 2C9 inhibitorNon-inhibitor0.551
CYP450 2D6 inhibitorNon-inhibitor0.558
CYP450 2C19 inhibitorNon-inhibitor0.5357
CYP450 3A4 inhibitorNon-inhibitor0.5634
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9385
Ames testAMES toxic0.7759
CarcinogenicityNon-carcinogens0.8087
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5619 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9051
hERG inhibition (predictor II)Non-inhibitor0.7535
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
Chloroquinolines / 4-aminoquinolines / Aminopyridines and derivatives / Benzenoids / Aryl chlorides / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds / Organochlorides
show 1 more
Substituents
Acridine / 4-aminoquinoline / Haloquinoline / Aminoquinoline / Chloroquinoline / Aminopyridine / Aryl chloride / Aryl halide / Benzenoid / Pyridine
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Acetylcholinesterase
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 June 13, 2005 07:24 / Updated on December 01, 2017 15:23