diethyl (2-(4-((1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl)-1H-1,2,3-triazol-1-yl)-2-hydroxyethyl)phosphonate

ID: ALA5280262

Max Phase: Preclinical

Molecular Formula: C21H23N4O6P

Molecular Weight: 458.41

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CC(O)n1cc(CN2C(=O)c3cccc4cccc(c34)C2=O)nn1)OCC

Standard InChI:  InChI=1S/C21H23N4O6P/c1-3-30-32(29,31-4-2)13-18(26)25-12-15(22-23-25)11-24-20(27)16-9-5-7-14-8-6-10-17(19(14)16)21(24)28/h5-10,12,18,26H,3-4,11,13H2,1-2H3

Standard InChI Key:  MYUZJRVFIISADO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.7076    2.5094    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4183   -3.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -3.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -4.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1375   -4.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183   -4.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0110   -3.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 21  1  0
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 27 26  1  0
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 29 28  1  0
 29 24  2  0
 30 29  1  0
 31 30  2  0
 32 31  1  0
 23 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280262

   ---

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: 458.41

Molecular Weight (Monoisotopic): 458.1355

AlogP: 2.98

#Rotatable Bonds: 9

Polar Surface Area: 123.85

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.37

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -0.73

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