Identification
NamePropidium
Accession NumberDB02166  (EXPT02661)
TypeSmall Molecule
GroupsExperimental
Description

Quaternary ammonium analog of ethidium; an intercalating dye with a specific affinity to certain forms of DNA and, used as diiodide, to separate them in density gradients; also forms fluorescent complexes with cholinesterase which it inhibits. [PubChem]

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNII74NX23J96Y
CAS number36015-30-2
WeightAverage: 414.5857
Monoisotopic: 414.278347108
Chemical FormulaC27H34N4
InChI KeyZDWVWKDAWBGPDN-UHFFFAOYSA-O
InChI
InChI=1S/C27H33N4/c1-4-31(3,5-2)17-9-16-30-26-19-22(29)13-15-24(26)23-14-12-21(28)18-25(23)27(30)20-10-7-6-8-11-20/h6-8,10-15,18-19,29H,4-5,9,16-17,28H2,1-3H3/q+1/p+1
IUPAC Name
3,8-diamino-5-{3-[diethyl(methyl)azaniumyl]propyl}-6-phenylphenanthridin-5-ium
SMILES
CC[N+](C)(CC)CCC[N+]1=C(C2=CC=CC=C2)C2=C(C=CC(N)=C2)C2=C1C=C(N)C=C2
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
AcetylcholinesteraseProteinunknownNot AvailableHumanP22303 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.13e-07 mg/mLALOGPS
logP1.56ALOGPS
logP-4.6ChemAxon
logS-8.8ALOGPS
pKa (Strongest Basic)3.48ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.92 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity145.54 m3·mol-1ChemAxon
Polarizability49.6 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.7303
Blood Brain Barrier+0.927
Caco-2 permeable+0.5616
P-glycoprotein substrateSubstrate0.798
P-glycoprotein inhibitor INon-inhibitor0.8231
P-glycoprotein inhibitor IIInhibitor0.7992
Renal organic cation transporterInhibitor0.5307
CYP450 2C9 substrateNon-substrate0.8738
CYP450 2D6 substrateNon-substrate0.5942
CYP450 3A4 substrateSubstrate0.5784
CYP450 1A2 substrateInhibitor0.9106
CYP450 2C9 inhibitorNon-inhibitor0.8787
CYP450 2D6 inhibitorInhibitor0.8931
CYP450 2C19 inhibitorInhibitor0.7701
CYP450 3A4 inhibitorNon-inhibitor0.5381
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6237
Ames testNon AMES toxic0.6243
CarcinogenicityNon-carcinogens0.8437
BiodegradationNot ready biodegradable0.9833
Rat acute toxicity2.7590 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9153
hERG inhibition (predictor II)Inhibitor0.9367
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassQuinolines and derivatives
Direct ParentPhenylquinolines
Alternative ParentsPhenanthridines and derivatives / Phenylpyridines / Aminoquinolines and derivatives / Isoquinolines and derivatives / Pyridinium derivatives / Primary aromatic amines / Benzene and substituted derivatives / Tetraalkylammonium salts / Heteroaromatic compounds / Azacyclic compounds
SubstituentsPhenylquinoline / Benzoquinoline / Phenanthridine / 2-phenylpyridine / Aminoquinoline / Isoquinoline / Monocyclic benzene moiety / Benzenoid / Pyridinium / Pyridine
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsquaternary ammonium ion, phenanthridines (CHEBI:51246 )

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 July 18, 2017 17:06