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

ID: ALA4084224

PubChem CID: 137645402

Max Phase: Preclinical

Molecular Formula: C24H29FN3O6P

Molecular Weight: 505.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)[C@@H]1C[C@@H](Cn2c(=O)n(Cc3ccc(F)cc3)c(=O)c3ccccc32)ON1C

Standard InChI:  InChI=1S/C24H29FN3O6P/c1-4-32-35(31,33-5-2)22-14-19(34-26(22)3)16-27-21-9-7-6-8-20(21)23(29)28(24(27)30)15-17-10-12-18(25)13-11-17/h6-13,19,22H,4-5,14-16H2,1-3H3/t19-,22+/m0/s1

Standard InChI Key:  GNLUZFYUXIYFBB-SIKLNZKXSA-N

Molfile:  

     RDKit          2D

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 17 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084224

   ---

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: 505.48

Molecular Weight (Monoisotopic): 505.1778

AlogP: 3.58

#Rotatable Bonds: 9

Polar Surface Area: 92.00

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -0.80

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]

Source

Source(1):

• Scientific Literature