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

ID: ALA4101247

PubChem CID: 137659862

Max Phase: Preclinical

Molecular Formula: C30H32N3O7P

Molecular Weight: 577.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)[C@@H]1C[C@@H](Cn2c(=O)n(C(=O)c3ccccc3)c(=O)c3ccccc32)ON1Cc1ccccc1

Standard InChI:  InChI=1S/C30H32N3O7P/c1-3-38-41(37,39-4-2)27-19-24(40-32(27)20-22-13-7-5-8-14-22)21-31-26-18-12-11-17-25(26)29(35)33(30(31)36)28(34)23-15-9-6-10-16-23/h5-18,24,27H,3-4,19-21H2,1-2H3/t24-,27+/m0/s1

Standard InChI Key:  AFFMOCZZNLGHNW-RPLLCQBOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4101247

   ---

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: 577.57

Molecular Weight (Monoisotopic): 577.1978

AlogP: 4.65

#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: 4.62

CX LogD: 4.62

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -0.38

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