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

ID: ALA5280694

Max Phase: Preclinical

Molecular Formula: C19H24N4O2

Molecular Weight: 340.43

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H24N4O2/c1-22(2)11-4-12-23-18(24)14-6-3-5-13-16(21-10-9-20)8-7-15(17(13)14)19(23)25/h3,5-8,21H,4,9-12,20H2,1-2H3

Standard InChI Key:  WRBSXIJWUUXMRA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.2927   -1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0418   -0.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0418    0.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7899    0.9860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    1.0245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895    0.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895   -0.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -1.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398   -1.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398   -2.6782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2762   -3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2762   -3.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922   -4.3318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701    1.0665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581    1.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579    2.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579    3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.5049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    4.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7899    3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  4  7  1  0
  7  8  2  0
  9  7  1  0
 10  9  1  0
 11 10  1  0
  3 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 19  2  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280694

   ---

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: 340.43

Molecular Weight (Monoisotopic): 340.1899

AlogP: 1.76

#Rotatable Bonds: 7

Polar Surface Area: 78.67

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 0.66

CX LogD: -3.39

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.14

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