ID: ALA74288

Max Phase: Preclinical

Molecular Formula: C22H36Br2N4

Molecular Weight: 356.56

Molecule Type: Small molecule

Representations

Synonyms (1): 1,12-Bis(2-Aminopyridinium)Dodecane Dibromide
Synonyms from Alternative Forms(1):

Canonical SMILES:  Nc1cccc[n+]1CCCCCCCCCCCC[n+]1ccccc1N.[Br-].[Br-]

Standard InChI:  InChI=1S/C22H34N4.2BrH/c23-21-15-9-13-19-25(21)17-11-7-5-3-1-2-4-6-8-12-18-26-20-14-10-16-22(26)24;;/h9-10,13-16,19-20,23-24H,1-8,11-12,17-18H2;2*1H

Standard InChI Key:  CYWFZWJPTAKSLA-UHFFFAOYSA-N

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

Properties

Molecular Weight: 356.56

Molecular Weight (Monoisotopic): 356.2929

AlogP: 4.03

#Rotatable Bonds: 13

Polar Surface Area: 59.80

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -3.89

CX LogD: -3.89

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.10

References

1. Ramström H, Bourotte M, Philippe C, Schmitt M, Haiech J, Bourguignon JJ..  (2004)  Heterocyclic bis-cations as starting hits for design of inhibitors of the bifunctional enzyme histidine-containing protein kinase/phosphatase from Bacillus subtilis.,  47  (9): [PMID:15084125] [10.1021/jm021043o]

2. 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]

3. Calas M, Ouattara M, Piquet G, Ziora Z, Bordat Y, Ancelin ML, Escale R, Vial H..  (2007)  Potent antimalarial activity of 2-aminopyridinium salts, amidines, and guanidines.,  50  (25): [PMID:18004799] [10.1021/jm0704752]

Source

Source(1):

• Scientific Literature