5-(6-((ethylamino)(iminio)methylamino)hexyl)-4-oxo-1,3,5-triazacyclotridecan-2-iminium 2,2,2-trifluoroacetate

ID: ALA3353624

PubChem CID: 145948287

Max Phase: Preclinical

Molecular Formula: C23H41F6N7O5

Molecular Weight: 381.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=N)NCCCCCCN1CCCCCCCCNC(=N)NC1=O.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C19H39N7O.2C2HF3O2/c1-2-22-17(20)23-13-10-6-8-12-16-26-15-11-7-4-3-5-9-14-24-18(21)25-19(26)27;2*3-2(4,5)1(6)7/h2-16H2,1H3,(H3,20,22,23)(H3,21,24,25,27);2*(H,6,7)

Standard InChI Key:  XFMJMWCQPDTHPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 39  0  0  0  0  0  0  0  0999 V2000
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   14.8757   -9.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4603   -9.2022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1680  -10.4280    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4581  -10.0153    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5834   -9.6108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8757   -8.3850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5630  -13.0611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3213  -12.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9643  -13.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5077  -12.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7415  -11.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5083  -10.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951  -10.8948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665  -10.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135  -10.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -9.8443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4557  -10.5140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5973   -9.6589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592  -12.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1175  -12.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7605  -12.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5188  -12.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1618  -12.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9200  -12.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1359   -8.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8437   -8.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4282   -8.0609    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1359   -9.2867    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4261   -8.8740    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5514   -8.4695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8437   -7.2437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 14 16  1  0
 15 17  1  0
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 17 19  1  0
 18 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 26  1  0
 14 15  1  0
 21 27  2  0
 25 28  2  0
 19 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34  8  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 35 39  1  0
 36 40  1  0
 36 41  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: 381.57

Molecular Weight (Monoisotopic): 381.3216

AlogP: 2.57

#Rotatable Bonds: 8

Polar Surface Area: 116.13

Molecular Species: BASE

HBA: 3

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.31

CX Basic pKa: 12.34

CX LogP: 1.83

CX LogD: -0.24

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.22

Np Likeness Score: -0.30

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