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

ID: ALA541534

PubChem CID: 45264206

Max Phase: Preclinical

Molecular Formula: C40H52Br4N6O4

Molecular Weight: 676.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.Br.Br.Br.O=C1c2cccc3cccc(c23)C(=O)N1CCCNCCCNCCCCNCCCNCCCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C40H48N6O4.4BrH/c47-37-31-15-3-11-29-12-4-16-32(35(29)31)38(48)45(37)27-9-25-43-23-7-21-41-19-1-2-20-42-22-8-24-44-26-10-28-46-39(49)33-17-5-13-30-14-6-18-34(36(30)33)40(46)50;;;;/h3-6,11-18,41-44H,1-2,7-10,19-28H2;4*1H

Standard InChI Key:  GRFPIVZBVQGTHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 54 55  0  0  0  0  0  0  0  0999 V2000
   11.7292   -8.9042    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.1375   -5.1750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -4.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292   -4.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8542   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6208   -4.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8875   -5.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5667   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8417   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083   -6.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4167   -4.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -7.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0500   -4.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2875   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8292   -3.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2667   -5.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -4.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -4.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -5.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7042   -5.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -4.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -4.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8417   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7708   -4.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0000   -5.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5417   -2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5542   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9875   -4.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -5.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1250   -4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9917   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2667   -3.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583   -5.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0333   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -5.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917   -4.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -5.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542   -4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.6542    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2000   -9.0000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.3292   -2.7875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3 20  1  0
  4  2  1  0
  5  2  1  0
  6  3  1  0
  7  3  1  0
  8  5  1  0
  9  4  1  0
 10  7  1  0
 11  6  1  0
 12  8  1  0
 13 10  2  0
 14  4  2  0
 15  5  2  0
 16  6  2  0
 17  7  2  0
 18 12  1  0
 19 13  1  0
 20 31  1  0
 21  2  1  0
 22 10  1  0
 23 11  2  0
 24  8  2  0
 25  9  1  0
 26 41  1  0
 27 38  1  0
 28 48  1  0
 29 43  1  0
 30 21  1  0
 31 40  1  0
 32 42  1  0
 33 39  1  0
 34 23  1  0
 35 22  2  0
 36 24  1  0
 37 25  2  0
 38 32  1  0
 39 26  1  0
 40 27  1  0
 41 30  1  0
 42 28  1  0
 43 33  1  0
 44 36  2  0
 45 18  2  0
 46 19  1  0
 47 35  1  0
 48 51  1  0
 49 29  1  0
 50 49  1  0
 51 50  1  0
 12  9  2  0
 18 44  1  0
 45 37  1  0
 11 13  1  0
 47 19  2  0
 34 46  2  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: 676.86

Molecular Weight (Monoisotopic): 676.3737

AlogP: 4.58

#Rotatable Bonds: 21

Polar Surface Area: 122.88

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.87

CX LogP: 3.00

CX LogD: -4.75

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.07

Np Likeness Score: -0.32

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