N1-(4-aminobutyl)-N4-cyclopentadecylbutane-1,4-diamine trihydrochloride

ID: ALA4530059

PubChem CID: 155545941

Max Phase: Preclinical

Molecular Formula: C23H52Cl3N3

Molecular Weight: 367.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.NCCCCNCCCCNC1CCCCCCCCCCCCCC1

Standard InChI:  InChI=1S/C23H49N3.3ClH/c24-19-13-14-20-25-21-15-16-22-26-23-17-11-9-7-5-3-1-2-4-6-8-10-12-18-23;;;/h23,25-26H,1-22,24H2;3*1H

Standard InChI Key:  PSHJYTOXZKABGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 26  0  0  0  0  0  0  0  0999 V2000
   12.1506   -8.4443    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9104   -8.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9104   -6.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -7.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -8.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317   -8.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9438   -8.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536   -6.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3401   -8.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1519   -8.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5638   -7.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1639   -6.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8372   -6.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5458   -5.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2884   -6.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -6.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3810   -7.5679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7960   -6.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6132   -6.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0282   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8453   -6.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2475   -6.8862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0646   -6.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4668   -7.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2839   -7.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6861   -8.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5032   -8.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -5.0105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.2190   -9.6577    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  2  4  1  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15  8  1  0
  3 16  1  0
 16 13  1  0
 11 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 26  1  0
 26 27  1  0
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: 367.67

Molecular Weight (Monoisotopic): 367.3926

AlogP: 5.53

#Rotatable Bonds: 10

Polar Surface Area: 50.08

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.24

CX LogP: 5.60

CX LogD: -3.06

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 0.04

References

1. Douafer H, Andrieu V, Phanstiel O, Brunel JM..  (2019)  Antibiotic Adjuvants: Make Antibiotics Great Again!,  62  (19): [PMID:31063379] [10.1021/acs.jmedchem.8b01781]

Source

Source(1):

• Scientific Literature