2-[4-(6-bromo-2-oxo-chromen-3-yl)thiazol-2-yl]benzo[de]isoquinoline-1,3-dione

ID: ALA5285797

Max Phase: Preclinical

Molecular Formula: C24H11BrN2O4S

Molecular Weight: 503.33

Names and Identifiers

Canonical SMILES:  O=C1c2cccc3cccc(c23)C(=O)N1c1nc(-c2cc3cc(Br)ccc3oc2=O)cs1

Standard InChI:  InChI=1S/C24H11BrN2O4S/c25-14-7-8-19-13(9-14)10-17(23(30)31-19)18-11-32-24(26-18)27-21(28)15-5-1-3-12-4-2-6-16(20(12)15)22(27)29/h1-11H

Standard InChI Key:  NFMUVJRPOKFHIE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.5767   -2.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1404   -0.8501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8437    1.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295    1.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437    2.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    2.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0860    1.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719    1.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986    1.8951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853    3.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9137    3.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    2.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178    1.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555    2.6147    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  3  2  0
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  9  8  1  0
 10  9  2  0
  2 10  1  0
 10 11  1  0
 12 11  1  0
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  3 13  1  0
 11 14  2  0
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 25 24  2  0
 26 25  1  0
 21 26  2  0
 22 27  2  0
 24 28  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 25 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285797

   ---

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: 503.33

Molecular Weight (Monoisotopic): 501.9623

AlogP: 5.63

#Rotatable Bonds: 2

Polar Surface Area: 80.48

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.54

CX LogD: 5.54

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.23

Np Likeness Score: -0.99

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