N,N'-Bis[3-(diethylamino)propyl]-1,5-naphthyridine-4,8-diamine

ID: ALA4550796

PubChem CID: 155555234

Max Phase: Preclinical

Molecular Formula: C22H38N6

Molecular Weight: 386.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCNc1ccnc2c(NCCCN(CC)CC)ccnc12

Standard InChI:  InChI=1S/C22H38N6/c1-5-27(6-2)17-9-13-23-19-11-15-26-22-20(12-16-25-21(19)22)24-14-10-18-28(7-3)8-4/h11-12,15-16H,5-10,13-14,17-18H2,1-4H3,(H,23,26)(H,24,25)

Standard InChI Key:  FOIHBLHNXYIWNW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4075   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4063   -4.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1144   -4.9471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1126   -3.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8212   -3.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8219   -4.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5305   -4.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2387   -4.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2340   -3.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5249   -3.3048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5322   -5.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2407   -6.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9476   -5.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6561   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3630   -5.7524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1101   -2.4925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8166   -2.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5255   -2.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2320   -2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -2.4841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9378   -3.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6427   -3.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3511   -2.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6417   -2.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0676   -6.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7723   -5.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0665   -4.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3556   -4.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 24  1  0
 21 22  1  0
 23 24  1  0
 15 25  1  0
 15 28  1  0
 25 26  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550796

   ---

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: 386.59

Molecular Weight (Monoisotopic): 386.3158

AlogP: 3.92

#Rotatable Bonds: 14

Polar Surface Area: 56.32

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.24

CX LogP: 1.83

CX LogD: -3.17

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.83

References

1. Selaković Ž, Tran JP, Kota KP, Lazić M, Retterer C, Besch R, Panchal RG, Soloveva V, Sean VA, Jay WB, Pavić A, Verbić T, Vasiljević B, Kuehl K, Duplantier AJ, Bavari S, Mudhasani R, Šolaja BA..  (2019)  Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action.,  162  [PMID:30408747] [10.1016/j.ejmech.2018.10.061]

Source

Source(1):

• Scientific Literature