(S)-6-(diundecylamino)-6-oxohexane-1,5-diaminium chloride

ID: ALA4174468

PubChem CID: 145949766

Max Phase: Preclinical

Molecular Formula: C28H61Cl2N3O

Molecular Weight: 453.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCN(CCCCCCCCCCC)C(=O)[C@@H](N)CCCCN.Cl.Cl

Standard InChI:  InChI=1S/C28H59N3O.2ClH/c1-3-5-7-9-11-13-15-17-21-25-31(28(32)27(30)23-19-20-24-29)26-22-18-16-14-12-10-8-6-4-2;;/h27H,3-26,29-30H2,1-2H3;2*1H/t27-;;/m0../s1

Standard InChI Key:  XWOYSVTXOSRZHG-LPCSYZHESA-N

Molfile:  

     RDKit          2D

 34 31  0  0  0  0  0  0  0  0999 V2000
   27.5786  -15.1446    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.8336  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5480  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2625  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9770  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6914  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9770  -13.9459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1190  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4045  -15.1834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6914  -16.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4059  -14.7709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1204  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4059  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1204  -13.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8348  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1204  -12.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8348  -12.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5493  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2638  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8348  -11.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9782  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5493  -11.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6927  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5493  -10.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4073  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2638   -9.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1217  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2638   -8.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8362  -15.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9782   -8.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5507  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6927   -8.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5507  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2027  -13.9661    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  6
  2  8  1  0
  8  9  1  0
  6 10  2  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 12 15  1  0
 14 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 17 20  1  0
 19 21  1  0
 20 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
 24 26  1  0
 25 27  1  0
 26 28  1  0
 27 29  1  0
 28 30  1  0
 29 31  1  0
 30 32  1  0
 31 33  1  0
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: 453.80

Molecular Weight (Monoisotopic): 453.4658

AlogP: 7.33

#Rotatable Bonds: 25

Polar Surface Area: 72.35

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 7.80

CX LogD: 4.13

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.14

Np Likeness Score: 0.13

References

1. Zhang E, Bai PY, Cui DY, Chu WC, Hua YG, Liu Q, Yin HY, Zhang YJ, Qin S, Liu HM..  (2018)  Synthesis and bioactivities study of new antibacterial peptide mimics: The dialkyl cationic amphiphiles.,  143  [PMID:29126736] [10.1016/j.ejmech.2017.10.044]

Source

Source(1):

• Scientific Literature