hexadecyltributylammonium bromide

ID: ALA201070

PubChem CID: 44406820

Max Phase: Preclinical

Molecular Formula: C40H86Br2N2

Molecular Weight: 595.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[N+](CCCC)(CCCC)CCCCCCCCCCCCCCCC[N+](CCCC)(CCCC)CCCC.[Br-].[Br-]

Standard InChI:  InChI=1S/C40H86N2.2BrH/c1-7-13-33-41(34-14-8-2,35-15-9-3)39-31-29-27-25-23-21-19-20-22-24-26-28-30-32-40-42(36-16-10-4,37-17-11-5)38-18-12-6;;/h7-40H2,1-6H3;2*1H/q+2;;/p-2

Standard InChI Key:  XFWZWUGZZIYSLL-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 44 41  0  0  0  0  0  0  0  0999 V2000
    8.6928  -19.0034    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929  -20.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4753  -20.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377  -20.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507  -20.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636  -20.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811  -20.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941  -20.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070  -20.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5200  -20.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2376  -20.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9506  -20.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6635  -20.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3765  -20.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941  -20.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8071  -20.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5200  -20.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2330  -20.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9505  -20.0227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104  -20.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7787  -21.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009  -19.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6230  -20.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407  -20.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919  -21.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7823  -22.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954  -23.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282  -19.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362  -19.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582  -19.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6635  -19.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3644  -20.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5299  -19.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3811  -20.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0938  -19.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8114  -20.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1917  -20.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6057  -21.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4329  -21.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9413  -18.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207  -17.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9319  -17.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458  -21.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581  -19.2091    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 20 23  1  0
 23 24  1  0
 11 12  1  0
 21 25  1  0
  5  6  1  0
 25 26  1  0
 12 13  1  0
 26 27  1  0
  2  3  1  0
 22 28  1  0
 13 14  1  0
 28 29  1  0
  6  7  1  0
 29 30  1  0
 14 15  1  0
 19 31  1  0
 19 32  1  0
 15 16  1  0
 19 33  1  0
  7  8  1  0
 31 34  1  0
 16 17  1  0
 34 35  1  0
  3  4  1  0
 35 36  1  0
 17 18  1  0
 32 37  1  0
  8  9  1  0
 37 38  1  0
 18 19  1  0
 38 39  1  0
 33 40  1  0
  2 20  1  0
 40 41  1  0
  9 10  1  0
 41 42  1  0
  2 21  1  0
 24 43  1  0
  4  5  1  0
  2 22  1  0
M  CHG  4   1  -1   2   1  19   1  44  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 595.14

Molecular Weight (Monoisotopic): 594.6780

AlogP: 12.88

#Rotatable Bonds: 35

Polar Surface Area: 0.00

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.05

Np Likeness Score: 0.09

References

1. Ng CK, Obando D, Widmer F, Wright LC, Sorrell TC, Jolliffe KA..  (2006)  Correlation of antifungal activity with fungal phospholipase inhibition using a series of bisquaternary ammonium salts.,  49  (2): [PMID:16420066] [10.1021/jm0508843]

Source

Source(1):

• Scientific Literature