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

ID: ALA4070109

PubChem CID: 137638613

Max Phase: Preclinical

Molecular Formula: C24H27FN3O7P

Molecular Weight: 519.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)[C@@H]1C[C@@H](Cn2c(=O)n(C(=O)c3ccc(F)cc3)c(=O)c3ccccc32)ON1C

Standard InChI:  InChI=1S/C24H27FN3O7P/c1-4-33-36(32,34-5-2)21-14-18(35-26(21)3)15-27-20-9-7-6-8-19(20)23(30)28(24(27)31)22(29)16-10-12-17(25)13-11-16/h6-13,18,21H,4-5,14-15H2,1-3H3/t18-,21+/m0/s1

Standard InChI Key:  MZMAYYYLWGEQHA-GHTZIAJQSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4070109

   ---

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: 519.47

Molecular Weight (Monoisotopic): 519.1571

AlogP: 3.22

#Rotatable Bonds: 8

Polar Surface Area: 109.07

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: -0.63

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