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

ID: ALA5287455

Chembl Id: CHEMBL5287455

Max Phase: Preclinical

Molecular Formula: C21H22N5O8P

Molecular Weight: 503.41

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CC(O)n1cc(CN2C(=O)c3cccc4cc([N+](=O)[O-])cc(c34)C2=O)nn1)OCC

Standard InChI:  InChI=1S/C21H22N5O8P/c1-3-33-35(32,34-4-2)12-18(27)25-11-14(22-23-25)10-24-20(28)16-7-5-6-13-8-15(26(30)31)9-17(19(13)16)21(24)29/h5-9,11,18,27H,3-4,10,12H2,1-2H3

Standard InChI Key:  TUAPXPQRDLGOMJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5287455

   ---

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: 503.41

Molecular Weight (Monoisotopic): 503.1206

AlogP: 2.89

#Rotatable Bonds: 10

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: 12.37

CX Basic pKa:

CX LogP: 1.41

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: -0.98

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