N-decyl-3-hydroxyquinuclidinium bromide

ID: ALA4476379

PubChem CID: 155538376

Max Phase: Preclinical

Molecular Formula: C17H34BrNO

Molecular Weight: 268.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC[N+]12CCC(CC1)C(O)C2.[Br-]

Standard InChI:  InChI=1S/C17H34NO.BrH/c1-2-3-4-5-6-7-8-9-12-18-13-10-16(11-14-18)17(19)15-18;/h16-17,19H,2-15H2,1H3;1H/q+1;/p-1

Standard InChI Key:  BGAOSEINOVIFRW-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    6.4591  -10.9826    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.9002   -9.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9002  -10.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096  -10.9660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190  -10.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190   -9.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891  -10.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527  -10.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5688   -9.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819   -9.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019  -11.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3098  -12.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255  -11.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293  -12.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4449  -11.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1529  -12.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8686  -11.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765  -12.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2922  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0001  -12.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  9  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  9  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
  4 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
M  CHG  2   1  -1   4   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 268.46

Molecular Weight (Monoisotopic): 268.2635

AlogP: 3.73

#Rotatable Bonds: 9

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: ┄

CX LogP: -0.31

CX LogD: -0.31

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.50

Np Likeness Score: 0.93

References

1. Bazina L, Maravić A, Krce L, Soldo B, Odžak R, Popović VB, Aviani I, Primožič I, Šprung M..  (2019)  Discovery of novel quaternary ammonium compounds based on quinuclidine-3-ol as new potential antimicrobial candidates.,  163  [PMID:30562698] [10.1016/j.ejmech.2018.12.023]

Source

Source(1):

• Scientific Literature