N-(2-hydroxyethyl)-N-tetradecylmorpholinium bromide

ID: ALA5280697

Max Phase: Preclinical

Molecular Formula: C20H42BrNO2

Molecular Weight: 328.56

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC[N+]1(CCO)CCOCC1.[Br-]

Standard InChI:  InChI=1S/C20H42NO2.BrH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-21(15-18-22)16-19-23-20-17-21;/h22H,2-20H2,1H3;1H/q+1;/p-1

Standard InChI Key:  ICIFTCRUWWJBBO-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    1.4115   -1.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4115   -2.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1168   -2.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8221   -2.5795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8221   -1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1168   -1.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2234   -3.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247   -2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2354   -2.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400   -2.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101   -3.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -4.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6508   -2.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662   -2.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7708   -2.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4815   -2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1862   -2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8969   -2.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6015   -2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3123   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0169   -2.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7277   -2.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9976   -3.6485    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 10 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   4   1  24  -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: 328.56

Molecular Weight (Monoisotopic): 328.3210

AlogP: 4.53

#Rotatable Bonds: 15

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: ┄

CX LogP: 0.89

CX LogD: 0.89

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.35

Np Likeness Score: 0.19

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