(E)-2-(2-(Perfluorophenyl)vinyl)quinazolin-4(3H)-one

ID: ALA5283262

Max Phase: Preclinical

Molecular Formula: C16H7F5N2O

Molecular Weight: 338.24

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(/C=C/c2c(F)c(F)c(F)c(F)c2F)nc2ccccc12

Standard InChI:  InChI=1S/C16H7F5N2O/c17-11-8(12(18)14(20)15(21)13(11)19)5-6-10-22-9-4-2-1-3-7(9)16(24)23-10/h1-6H,(H,22,23,24)/b6-5+

Standard InChI Key:  LAXGZDMUYRFUHT-AATRIKPKSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.7660   -2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871   -1.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0669   -0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880   -0.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3650    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447    0.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    0.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    0.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0497    2.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3365    1.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415    2.9066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4816    2.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2016    1.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2099    0.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    0.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099   -0.4389    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880    0.4018    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -2.0933    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440   -2.0743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7660   -2.9066    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  1  1  0
  4  3  2  0
  4  5  1  0
  2  6  1  0
  6  5  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 12 13  1  0
  9 14  1  0
 14 13  1  0
 13 15  2  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 19  1  0
  6 20  1  0
  5 21  1  0
  2 22  1  0
  3 23  1  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283262

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 338.24

Molecular Weight (Monoisotopic): 338.0479

AlogP: 3.79

#Rotatable Bonds: 2

Polar Surface Area: 45.75

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: 4.22

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: -0.72

References

1. Parshuram Satpute D, Shirwadkar U, Kumar Tharalla A, Dattatray Shinde S, Nikhil Vaidya G, Joshi S, Patel Vatsa P, Jain A, Singh AA, Garg R, Mandoli A, Kumar D..  (2023)  Discovery of fluorinated 2‑Styryl 4(3H)-quinazolinone as potential therapeutic hit for oral cancer.,  81  [PMID:36796126] [10.1016/j.bmc.2023.117193]

Source

Source(1):

• Scientific Literature