3,8-diamino-5-{3-[diethyl(methyl)azaniumyl]propyl}-6-phenylphenanthridin-5-ium

• ChemBase ID: 1923
• Molecular Formular: C27H34N4++
• Molecular Mass: 414.58566
• Monoisotopic Mass: 414.27834711
• SMILES: CC[N+](C)(CC)CCC[n+]1c(c2ccccc2)c2c(ccc(N)c2)c2c1cc(N)cc2
• Canonical SMILES: CC[N+](CCC[n+]1c(c2ccccc2)c2cc(N)ccc2c2c1cc(N)cc2)(CC)C
• 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
• InChIKey: ZDWVWKDAWBGPDN-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,8-diamino-5-{3-[diethyl(methyl)azaniumyl]propyl}-6-phenylphenanthridin-5-ium
• IUPAC Traditional name: @propidium
• Synonyms: Propidium

Database IDs

• CAS Number: 36015-30-2
• PubChem SID: 160965378; 46506410
• PubChem CID: 4939

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.6443014
• LogD (pH = 7.4): -4.6402345
• Log P: -4.640182
• Molar Refractivity: 145.5442 cm^3
• Polarizability: 54.351612 Å^3
• Polar Surface Area: 55.92 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.56
• LOG S: -8.83
• Solubility (Water): 7.13e-07 g/l

DETAILS

DrugBank - DB02166

• Drug Groups: experimental
• 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]