6-((2-((2-aminoethyl)amino)ethyl)amino)-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

ID: ALA5280756

Max Phase: Preclinical

Molecular Formula: C20H27N5O2

Molecular Weight: 369.47

Names and Identifiers

Canonical SMILES:  CN(C)CCN1C(=O)c2cccc3c(NCCNCCN)ccc(c23)C1=O

Standard InChI:  InChI=1S/C20H27N5O2/c1-24(2)12-13-25-19(26)15-5-3-4-14-17(23-11-10-22-9-8-21)7-6-16(18(14)15)20(25)27/h3-7,22-23H,8-13,21H2,1-2H3

Standard InChI Key:  ODPAUIRUPLMSBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.0594   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -1.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8263   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4102   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227   -0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325    0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190    1.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    1.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4139    0.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4655    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337   -0.7171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6454   -0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689   -0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8807    0.7091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042    0.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394    1.4223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7042   -0.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5276   -0.7100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394   -1.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  4  2  1  0
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  9  4  1  0
  9 10  1  0
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  1 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
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  1 23  1  0
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 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280756

   ---

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: 369.47

Molecular Weight (Monoisotopic): 369.2165

AlogP: 0.96

#Rotatable Bonds: 9

Polar Surface Area: 90.70

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.63

CX LogP: 0.24

CX LogD: -3.18

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.05

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