8-(amino(iminio)methylamino)-N-(8-(iminio(2-methylallylamino)methylamino)octyl)octan-1-aminium 2,2,2-trifluoroacetate

ID: ALA3353612

PubChem CID: 44222833

Max Phase: Preclinical

Molecular Formula: C28H50F9N7O6

Molecular Weight: 409.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)CNC(=N)NCCCCCCCCNCCCCCCCCNC(=N)N.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C22H47N7.3C2HF3O2/c1-20(2)19-29-22(25)28-18-14-10-6-4-8-12-16-26-15-11-7-3-5-9-13-17-27-21(23)24;3*3-2(4,5)1(6)7/h26H,1,3-19H2,2H3,(H4,23,24,27)(H3,25,28,29);3*(H,6,7)

Standard InChI Key:  NFSBYQYQCPYFQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 50 46  0  0  0  0  0  0  0  0999 V2000
   14.1136   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8213   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5290   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2367   -5.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9444   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6521   -5.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9444   -6.7067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979   -5.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825   -5.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -6.7067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6211   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3288   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0365   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7442   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4519   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1596   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8673   -5.8896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5750   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2827   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9904   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6981   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4059   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3598   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0675   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7752   -5.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0675   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -8.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419   -8.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265   -8.5269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -9.7526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243   -9.3399    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2496   -8.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419   -7.7097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6342   -8.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3419   -8.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9265   -8.3783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6342   -9.6041    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9243   -9.1913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0496   -8.7869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3419   -7.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4300   -8.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1377   -8.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7223   -8.0068    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4300   -9.2326    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7201   -8.8199    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8454   -8.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1377   -7.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 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
 25  1  1  0
  6 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 30 34  1  0
 31 35  1  0
 31 36  2  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 37 41  1  0
 38 42  1  0
 38 43  2  0
 44 45  1  0
 44 46  1  0
 44 47  1  0
 44 48  1  0
 45 49  1  0
 45 50  2  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: 409.67

Molecular Weight (Monoisotopic): 409.3893

AlogP: 3.43

#Rotatable Bonds: 20

Polar Surface Area: 121.84

Molecular Species: BASE

HBA: 3

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.62

CX LogP: 3.51

CX LogD: -4.28

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.07

Np Likeness Score: 0.22

References

1. Maccari G, Sanfilippo S, De Luca F, Deodato D, Casian A, Dasso Lang MC, Zamperini C, Dreassi E, Rossolini GM, Docquier JD, Botta M..  (2014)  Synthesis of linear and cyclic guazatine derivatives endowed with antibacterial activity.,  24  (23): [PMID:25455183] [10.1016/j.bmcl.2014.09.081]

Source

Source(1):

• Scientific Literature