[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-ethyl]-trimethyl-ammonium

ID: ALA388102

PubChem CID: 44421850

Max Phase: Preclinical

Molecular Formula: C17H19N2O2+

Molecular Weight: 283.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(C)CCN1C(=O)c2cccc3cccc(c23)C1=O

Standard InChI:  InChI=1S/C17H19N2O2/c1-19(2,3)11-10-18-16(20)13-8-4-6-12-7-5-9-14(15(12)13)17(18)21/h4-9H,10-11H2,1-3H3/q+1

Standard InChI Key:  BFAUKBVNCVJCRO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.3166   -1.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0312   -3.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7426   -2.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -3.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721   -2.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690   -1.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0284   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581   -1.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4572   -0.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -0.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3057   -0.2888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    0.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    1.7759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2744    1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246    1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495    2.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  8  1  1  0
  9  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 13 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
M  CHG  1  18   1
M  END

Alternative Forms

1. Parent:

   

   ALA388102

   [2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-ethyl]-trimethyl-ammonium

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: 283.35

Molecular Weight (Monoisotopic): 283.1441

AlogP: 2.14

#Rotatable Bonds: 3

Polar Surface Area: 37.38

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.24

CX LogD: -2.24

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.26

References

1. Sissi C, Lucatello L, Paul Krapcho A, Maloney DJ, Boxer MB, Camarasa MV, Pezzoni G, Menta E, Palumbo M..  (2007)  Tri-, tetra- and heptacyclic perylene analogues as new potential antineoplastic agents based on DNA telomerase inhibition.,  15  (1): [PMID:17035038] [10.1016/j.bmc.2006.09.029]

Source

Source(1):

• Scientific Literature