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

ID: ALA5278290

Chembl Id: CHEMBL5278290

Max Phase: Preclinical

Molecular Formula: C22H24N5O8P

Molecular Weight: 517.44

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CC(O)Cn1cc(CN2C(=O)c3cccc4cc([N+](=O)[O-])cc(c34)C2=O)nn1)OCC

Standard InChI:  InChI=1S/C22H24N5O8P/c1-3-34-36(33,35-4-2)13-17(28)12-25-10-15(23-24-25)11-26-21(29)18-7-5-6-14-8-16(27(31)32)9-19(20(14)18)22(26)30/h5-10,17,28H,3-4,11-13H2,1-2H3

Standard InChI Key:  XALMENAFLHMDPM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5278290

   ---

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: 517.44

Molecular Weight (Monoisotopic): 517.1362

AlogP: 2.76

#Rotatable Bonds: 11

Polar Surface Area: 166.99

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 0.15

CX LogP: 1.17

CX LogD: 1.17

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: -1.13

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