1-hexadecyl-3-methoxypyridinium bromide

ID: ALA5285206

Max Phase: Preclinical

Molecular Formula: C22H40BrNO

Molecular Weight: 334.57

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC[n+]1cccc(OC)c1.[Br-]

Standard InChI:  InChI=1S/C22H40NO.BrH/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-23-20-17-18-22(21-23)24-2;/h17-18,20-21H,3-16,19H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  OHACNLUPISLHHR-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   -3.5611   -0.1756    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.7156    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892    0.4121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2892   -0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9993   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7156   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4303    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1449    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5745    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1453    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  2  7  1  0
  7  6  2  0
  2  8  1  0
  8  9  1  0
  4 10  1  0
 10 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
 23 24  1  0
 24 25  1  0
M  CHG  2   1  -1   4   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: 334.57

Molecular Weight (Monoisotopic): 334.3104

AlogP: 6.46

#Rotatable Bonds: 16

Polar Surface Area: 13.11

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.25

Np Likeness Score: 0.10

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