1-(2-hydroxyethyl)-1-tetradecylimidazolium bromide

ID: ALA5282193

Max Phase: Preclinical

Molecular Formula: C19H37BrN2O

Molecular Weight: 309.52

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC[N+]1(CCO)C=CN=C1.[Br-]

Standard InChI:  InChI=1S/C19H37N2O.BrH/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-21(17-18-22)16-14-20-19-21;/h14,16,19,22H,2-13,15,17-18H2,1H3;1H/q+1;/p-1

Standard InChI Key:  PNWFKGDANUNMDJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
   28.0940  -27.8836    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   27.6937  -27.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3567  -26.6049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1023  -25.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2851  -25.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0307  -26.6049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0598  -26.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9319  -27.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7215  -26.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2985  -27.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7708  -26.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4752  -26.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1862  -26.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8906  -26.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6015  -26.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3059  -26.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0169  -26.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7213  -26.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4323  -26.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1367  -26.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8476  -26.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5520  -26.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2630  -26.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  4  1  0
  2  3  1  0
  4  5  2  0
  6  2  2  0
  3  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  CHG  2   1  -1   3   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 309.52

Molecular Weight (Monoisotopic): 309.2900

AlogP: 5.01

#Rotatable Bonds: 15

Polar Surface Area: 32.59

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.93

CX Basic pKa: ┄

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.33

Np Likeness Score: 0.51

References

1. Soukup O, Benkova M, Dolezal R, Sleha R, Malinak D, Salajkova S, Markova A, Hympanova M, Prchal L, Ryskova L, Hobzova L, Sepčić K, Gunde-Cimerman N, Korabecny J, Jun D, Bostikova V, Bostik P, Marek J..  (2020)  The wide-spectrum antimicrobial effect of novel N-alkyl monoquaternary ammonium salts and their mixtures; the QSAR study against bacteria.,  206  [PMID:32853858] [10.1016/j.ejmech.2020.112584]

Source

Source(1):

• Scientific Literature