diethyl (2-(((4-((5-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl)-1H-1,2,3-triazol-1-yl)methyl)amino)-2-oxoethyl)phosphonate

ID: ALA5285890

Chembl Id: CHEMBL5285890

Max Phase: Preclinical

Molecular Formula: C22H23N6O8P

Molecular Weight: 530.43

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CC(=O)NCn1cc(CN2C(=O)c3cccc4cc([N+](=O)[O-])cc(c34)C2=O)nn1)OCC

Standard InChI:  InChI=1S/C22H23N6O8P/c1-3-35-37(34,36-4-2)12-19(29)23-13-26-10-15(24-25-26)11-27-21(30)17-7-5-6-14-8-16(28(32)33)9-18(20(14)17)22(27)31/h5-10H,3-4,11-13H2,1-2H3,(H,23,29)

Standard InChI Key:  HDOOGAHDRDXJDY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5285890

   ---

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: 530.43

Molecular Weight (Monoisotopic): 530.1315

AlogP: 2.48

#Rotatable Bonds: 11

Polar Surface Area: 175.86

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.91

CX Basic pKa: 0.08

CX LogP: 1.15

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: -1.23

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