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

ID: ALA539242

PubChem CID: 25181463

Max Phase: Preclinical

Molecular Formula: C37H44Br3N5O4

Molecular Weight: 619.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.Br.Br.O=C1c2cccc3cccc(c23)C(=O)N1CCCNCCCCNCCCNCCCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C37H41N5O4.3BrH/c43-34-28-14-3-10-26-11-4-15-29(32(26)28)35(44)41(34)24-8-22-39-19-2-1-18-38-20-7-21-40-23-9-25-42-36(45)30-16-5-12-27-13-6-17-31(33(27)30)37(42)46;;;/h3-6,10-17,38-40H,1-2,7-9,18-25H2;3*1H

Standard InChI Key:  QAPUZVTVUDXPIN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 49 51  0  0  0  0  0  0  0  0999 V2000
    2.2393   -4.3313    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730   -0.2062    0.0000 N   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
   -6.0730    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5019    0.2063    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
    7.5019   -0.2063    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
   -7.5019    1.0313    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
   -6.7875   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7875   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164   -0.2063    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
   -3.2151    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9309   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -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
   -1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9309   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2063    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
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1702    0.0000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.3313    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  2  0
  9 12  1  0
 10 13  1  0
 11 13  2  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  1  0
 10 23  2  0
  8 24  1  0
  9 25  2  0
 21 29  1  0
 20 30  1  0
 25 32  1  0
 24 33  2  0
 22 34  2  0
 23 35  1  0
 26 36  1  0
 30 36  1  0
 26 37  1  0
 31 37  1  0
 28 38  1  0
 31 38  1  0
 27 39  1  0
 29 39  1  0
 18 40  2  0
 33 40  1  0
 18 41  1  0
 32 41  2  0
 19 42  1  0
 35 42  2  0
 19 43  2  0
 34 43  1  0
 27 44  1  0
 28 45  1  0
 45 46  1  0
 44 47  1  0
 46 47  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: 619.77

Molecular Weight (Monoisotopic): 619.3159

AlogP: 4.60

#Rotatable Bonds: 17

Polar Surface Area: 110.85

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.83

CX LogP: 3.31

CX LogD: -3.42

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.12

Np Likeness Score: -0.35

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