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

ID: ALA5280180

Chembl Id: CHEMBL5280180

Max Phase: Preclinical

Molecular Formula: C22H24N5O8P

Molecular Weight: 517.44

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CCOCn1cc(CN2C(=O)c3cccc4cc([N+](=O)[O-])cc(c34)C2=O)nn1)OCC

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

Standard InChI Key:  GEGLUZWDTUMOAS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5280180

   ---

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: 3.38

#Rotatable Bonds: 12

Polar Surface Area: 155.99

Molecular Species: NEUTRAL

HBA: 11

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 0.01

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.11

Np Likeness Score: -1.17

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