1-dodecyl-1-(2-hydroxyethyl)imidazolium bromide

ID: ALA5289786

Max Phase: Preclinical

Molecular Formula: C17H33BrN2O

Molecular Weight: 281.46

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H33N2O.BrH/c1-2-3-4-5-6-7-8-9-10-11-13-19(15-16-20)14-12-18-17-19;/h12,14,17,20H,2-11,13,15-16H2,1H3;1H/q+1;/p-1

Standard InChI Key:  XTDMRLUIMRDJIX-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
   27.4708   -6.9049    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   27.0705   -6.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7335   -5.6262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4791   -4.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6619   -4.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4075   -5.6262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4366   -5.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3087   -6.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0983   -5.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6753   -6.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1476   -5.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8520   -5.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5630   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2673   -5.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9783   -5.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6827   -5.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3937   -5.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0981   -5.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8091   -5.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5135   -5.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2244   -5.5586    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
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: 281.46

Molecular Weight (Monoisotopic): 281.2587

AlogP: 4.23

#Rotatable Bonds: 13

Polar Surface Area: 32.59

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: ┄

CX LogP: 0.07

CX LogD: 0.07

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: 0.56

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