5-(3-hydroxypropyl)-9-(1H-indol-3-yl)benzo[de]imidazo[4,5-g]isoquinoline-4,6(5H,8H)-dione

ID: ALA5282494

Max Phase: Preclinical

Molecular Formula: C24H18N4O3

Molecular Weight: 410.43

Names and Identifiers

Canonical SMILES:  O=C1c2cccc3c2c(cc2[nH]c(-c4c[nH]c5ccccc45)nc23)C(=O)N1CCCO

Standard InChI:  InChI=1S/C24H18N4O3/c29-10-4-9-28-23(30)15-7-3-6-14-20(15)16(24(28)31)11-19-21(14)27-22(26-19)17-12-25-18-8-2-1-5-13(17)18/h1-3,5-8,11-12,25,29H,4,9-10H2,(H,26,27)

Standard InChI Key:  BYSCGUDQZOLEJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.9557    0.3613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5192    0.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9067   -0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7107    0.6217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -0.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187    0.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2400    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209   -0.3039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -0.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8134    1.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586    1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411    2.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    1.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    1.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5 14  1  0
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 28 29  1  0
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 23 30  1  0
  6 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282494

   ---

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: 410.43

Molecular Weight (Monoisotopic): 410.1379

AlogP: 3.84

#Rotatable Bonds: 4

Polar Surface Area: 102.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 3.95

CX LogP: 2.69

CX LogD: 2.68

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -0.42

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