2-(3-{4-[3-(1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)propylamino]butylamino}propyl)-2,3-dihydro-1H-benzo[de]isoquinoline-1,3-dione dihydrobromide

ID: ALA544955

PubChem CID: 45259999

Max Phase: Preclinical

Molecular Formula: C34H36Br2N4O4

Molecular Weight: 562.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.Br.O=C1c2cccc3cccc(c23)C(=O)N1CCCNCCCCNCCCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C34H34N4O4.2BrH/c39-31-25-13-3-9-23-10-4-14-26(29(23)25)32(40)37(31)21-7-19-35-17-1-2-18-36-20-8-22-38-33(41)27-15-5-11-24-12-6-16-28(30(24)27)34(38)42;;/h3-6,9-16,35-36H,1-2,7-8,17-22H2;2*1H

Standard InChI Key:  KAUSKKVVSOALTD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 47  0  0  0  0  0  0  0  0999 V2000
    0.0000   -4.3313    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7875    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7412    0.0000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  3  7  1  0
  4  8  1  0
  5  9  1  0
  7 10  1  0
  6 11  1  0
  8 12  1  0
  9 12  2  0
 10 13  2  0
 11 13  1  0
  4 14  2  0
  5 15  2  0
  7 16  2  0
  6 17  2  0
 12 18  1  0
 13 19  1  0
  2 20  1  0
  3 21  1  0
 11 22  2  0
 10 23  1  0
  8 24  2  0
  9 25  1  0
 20 28  1  0
 21 29  1  0
 24 30  1  0
 25 31  2  0
 22 32  1  0
 23 33  2  0
 26 34  1  0
 28 34  1  0
 27 35  1  0
 29 35  1  0
 19 36  1  0
 32 36  2  0
 19 37  2  0
 33 37  1  0
 18 38  1  0
 30 38  2  0
 18 39  2  0
 31 39  1  0
 26 40  1  0
 27 41  1  0
 41 42  1  0
 40 43  1  0
 42 43  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 562.67

Molecular Weight (Monoisotopic): 562.2580

AlogP: 4.62

#Rotatable Bonds: 13

Polar Surface Area: 98.82

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.78

CX LogP: 3.61

CX LogD: -2.09

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.18

Np Likeness Score: -0.37

References

1. Lin PK, Pavlov VA..  (2000)  The synthesis and in vitro cytotoxic studies of novel bis-naphthalimidopropyl polyamine derivatives.,  10  (14): [PMID:10915063] [10.1016/s0960-894x(00)00293-6]

Source

Source(1):

• Scientific Literature