amino((2-((2-(3-(dimethylamino)propyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)amino)ethyl)amino)methaniminium

ID: ALA5290882

Max Phase: Preclinical

Molecular Formula: C20H26N6O2

Molecular Weight: 382.47

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2cccc3c(NCCNC(=N)N)ccc(c23)C1=O

Standard InChI:  InChI=1S/C20H26N6O2/c1-25(2)11-4-12-26-18(27)14-6-3-5-13-16(23-9-10-24-20(21)22)8-7-15(17(13)14)19(26)28/h3,5-8,23H,4,9-12H2,1-2H3,(H4,21,22,24)

Standard InChI Key:  RGKHEHHZRLSSEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    1.7860    3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    4.1160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0715    4.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    2.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    2.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    1.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    1.6025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445   -0.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -1.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920   -0.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3886    0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409    0.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409   -0.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388   -2.0535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -2.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900   -3.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900   -4.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045   -4.9409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -4.9410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3886    1.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677    1.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  2  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  7  8  1  0
  8  9  2  0
 10  8  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 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
 24 26  2  0
 16 27  1  0
 27  7  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290882

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.47

Molecular Weight (Monoisotopic): 382.2117

AlogP: 1.28

#Rotatable Bonds: 8

Polar Surface Area: 114.55

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.85

CX LogP: 0.33

CX LogD: -3.98

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.24

Np Likeness Score: -0.98

References

1. Tomczyk MD, Walczak KZ..  (2018)  l,8-Naphthalimide based DNA intercalators and anticancer agents. A systematic review from 2007 to 2017.,  159  [PMID:30312931] [10.1016/j.ejmech.2018.09.055]

Source

Source(1):

• Scientific Literature