Diethyl {2-benzyl-5-[(3-(3-fluorobenzyl)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)methyl]isoxazolidin-3-yl}phosphonate

ID: ALA4085623

PubChem CID: 137646138

Max Phase: Preclinical

Molecular Formula: C30H33FN3O6P

Molecular Weight: 581.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C1CC(Cn2c(=O)n(Cc3cccc(F)c3)c(=O)c3ccccc32)ON1Cc1ccccc1

Standard InChI:  InChI=1S/C30H33FN3O6P/c1-3-38-41(37,39-4-2)28-18-25(40-34(28)20-22-11-6-5-7-12-22)21-32-27-16-9-8-15-26(27)29(35)33(30(32)36)19-23-13-10-14-24(31)17-23/h5-17,25,28H,3-4,18-21H2,1-2H3

Standard InChI Key:  IKLOZXUCJRMHKN-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4085623

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 581.58

Molecular Weight (Monoisotopic): 581.2091

AlogP: 5.15

#Rotatable Bonds: 11

Polar Surface Area: 92.00

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.81

References

1. Piotrowska DG, Andrei G, Schols D, Snoeck R, Łysakowska M..  (2017)  Synthesis, anti-varicella-zoster virus and anti-cytomegalovirus activity of quinazoline-2,4-diones containing isoxazolidine and phosphonate substructures.,  126  [PMID:27750154] [10.1016/j.ejmech.2016.10.002]

2. Piotrowska DG, Andrei G, Schols D, Snoeck R, Łysakowska M..  (2017)  Synthesis, anti-varicella-zoster virus and anti-cytomegalovirus activity of quinazoline-2,4-diones containing isoxazolidine and phosphonate substructures.,  126  [PMID:27750154] [10.1016/j.ejmech.2016.10.002]

Source

Source(1):

• Scientific Literature