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

ID: ALA4080777

PubChem CID: 137646406

Max Phase: Preclinical

Molecular Formula: C30H31FN3O7P

Molecular Weight: 595.56

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)ON1Cc1ccccc1

Standard InChI:  InChI=1S/C30H31FN3O7P/c1-3-39-42(38,40-4-2)27-18-24(41-33(27)19-21-10-6-5-7-11-21)20-32-26-13-9-8-12-25(26)29(36)34(30(32)37)28(35)22-14-16-23(31)17-15-22/h5-17,24,27H,3-4,18-20H2,1-2H3/t24-,27+/m0/s1

Standard InChI Key:  HKDVYNSQYNACAW-RPLLCQBOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4080777

   ---

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: 595.56

Molecular Weight (Monoisotopic): 595.1884

AlogP: 4.79

#Rotatable Bonds: 10

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: 4.77

CX LogD: 4.77

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -0.60

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