1,6-bis(pyridinium)hexane dibromide

ID: ALA389283

Chembl Id: CHEMBL389283

Cas Number: 53952-75-3

PubChem CID: 3041340

Max Phase: Preclinical

Molecular Formula: C16H22Br2N2

Molecular Weight: 242.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1,6-Bis(Pyridinium)-Hexane Dibromide | 1,6-Bis(Pyridinium)Hexane Dibromide | 53952-75-3|1-[6-(pyridin-1-ium-1-yl)hexyl]pyridin-1-ium dibromide|CHEMBL389283|G.L. 106|1,1'-Hexamethylenebis(pyridinium bromide)|P.M. 402|Pyridinium, 1,1'-hexamethylenebis-, dibromide|Pyridinium, 1,1'-(1,6-hexanediyl)bis-, dibromide|DTXSID50968762|1,6-bis(pyridinium)hexane dibromide|hexamethylene bis-pyridinium dibromide|Hexane-1,6-diyldipyridinium dibromide|1,6-Bis(Pyridinium)-Hexane Dibromide|EN300-111173|1,1'-(HexanShow More⌵

Canonical SMILES:  [Br-].[Br-].c1cc[n+](CCCCCC[n+]2ccccc2)cc1

Standard InChI:  InChI=1S/C16H22N2.2BrH/c1(5-11-17-13-7-3-8-14-17)2-6-12-18-15-9-4-10-16-18;;/h3-4,7-10,13-16H,1-2,5-6,11-12H2;2*1H/q+2;;/p-2

Standard InChI Key:  YNXFSNSONRTBKQ-UHFFFAOYSA-L

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 242.37

Molecular Weight (Monoisotopic): 242.1772

AlogP: 2.52

#Rotatable Bonds: 7

Polar Surface Area: 7.76

Molecular Species: NEUTRAL

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -5.08

CX LogD: -5.08

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: 0.01

References

1. Ng CK, Singhal V, Widmer F, Wright LC, Sorrell TC, Jolliffe KA..  (2007)  Synthesis, antifungal and haemolytic activity of a series of bis(pyridinium)alkanes.,  15  (10): [PMID:17383187] [10.1016/j.bmc.2007.03.018]

2. Musilek K, Komloova M, Zavadova V, Holas O, Hrabinova M, Pohanka M, Dohnal V, Nachon F, Dolezal M, Dolezal M, Kuca K, Jung YS..  (2010)  Preparation and in vitro screening of symmetrical bispyridinium cholinesterase inhibitors bearing different connecting linkage-initial study for Myasthenia gravis implications.,  20  (5): [PMID:20138518] [10.1016/j.bmcl.2010.01.034]

3. Rook Y, Schmidtke KU, Gaube F, Schepmann D, Wünsch B, Heilmann J, Lehmann J, Winckler T..  (2010)  Bivalent beta-carbolines as potential multitarget anti-Alzheimer agents.,  53  (9): [PMID:20361801] [10.1021/jm1000024]

4. Chen WS, Cocolas GH, Cavallito CJ, Chai KJ..  (1977)  Potent reversible anticholinesterase agents. Bis- and mono-N-substituted benzoquinolinium halides.,  20  (12): [PMID:592327] [10.1021/jm00222a016]

Source

Source(1):

• Scientific Literature