9-(3-IODOBENZYLAMINO)-1,2,3,4-TETRAHYDROACRIDINE

Identification

Name
9-(3-IODOBENZYLAMINO)-1,2,3,4-TETRAHYDROACRIDINE
Accession Number
DB07940
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: 414.2827
Monoisotopic: 414.059292038
Chemical Formula
C20H19IN2
InChI Key
ZUCWQTWGZGIYPV-UHFFFAOYSA-N
InChI
InChI=1S/C20H19IN2/c21-15-7-5-6-14(12-15)13-22-20-16-8-1-3-10-18(16)23-19-11-4-2-9-17(19)20/h1,3,5-8,10,12H,2,4,9,11,13H2,(H,22,23)
IUPAC Name
N-[(3-iodophenyl)methyl]-1,2,3,4-tetrahydroacridin-9-amine
SMILES
IC1=CC=CC(CNC2=C3CCCCC3=NC3=C2C=CC=C3)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCholinesteraseNot 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
448167
PubChem Substance
99444411
ChemSpider
395055
HET
I40
PDB Entries
1qon

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 Solubility0.000587 mg/mLALOGPS
logP5.91ALOGPS
logP5.58ChemAxon
logS-5.8ALOGPS
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.92 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity105.21 m3·mol-1ChemAxon
Polarizability39.44 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9125
Blood Brain Barrier+0.9604
Caco-2 permeable-0.646
P-glycoprotein substrateNon-substrate0.5371
P-glycoprotein inhibitor INon-inhibitor0.523
P-glycoprotein inhibitor IIInhibitor0.6041
Renal organic cation transporterInhibitor0.6695
CYP450 2C9 substrateNon-substrate0.838
CYP450 2D6 substrateNon-substrate0.6864
CYP450 3A4 substrateNon-substrate0.632
CYP450 1A2 substrateInhibitor0.9376
CYP450 2C9 inhibitorNon-inhibitor0.7684
CYP450 2D6 inhibitorInhibitor0.6595
CYP450 2C19 inhibitorNon-inhibitor0.602
CYP450 3A4 inhibitorNon-inhibitor0.5338
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7413
Ames testAMES toxic0.6556
CarcinogenicityNon-carcinogens0.9331
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.9291 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7787
hERG inhibition (predictor II)Inhibitor0.6574
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
4-aminoquinolines / Phenylmethylamines / Benzylamines / Secondary alkylarylamines / Iodobenzenes / Aralkylamines / Aminopyridines and derivatives / Aryl iodides / Heteroaromatic compounds / Azacyclic compounds
show 3 more
Substituents
Acridine / 4-aminoquinoline / Aminoquinoline / Benzylamine / Phenylmethylamine / Aminopyridine / Halobenzene / Aralkylamine / Iodobenzene / Secondary aliphatic/aromatic amine
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Identical protein binding
Specific Function
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name
BCHE
Uniprot ID
P06276
Uniprot Name
Cholinesterase
Molecular Weight
68417.575 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 15, 2010 15:27 / Updated on December 01, 2017 15:58