4-[(3-Bromobenzyl)oxy]-2-fluorobenzamide

ID: ALA5186481

PubChem CID: 168279249

Max Phase: Preclinical

Molecular Formula: C14H11BrFNO2

Molecular Weight: 324.15

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(OCc2cccc(Br)c2)cc1F

Standard InChI:  InChI=1S/C14H11BrFNO2/c15-10-3-1-2-9(6-10)8-19-11-4-5-12(14(17)18)13(16)7-11/h1-7H,8H2,(H2,17,18)

Standard InChI Key:  WBKKGOVCGYZDCH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -1.7875    0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875   -0.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -1.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565   -2.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -1.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    2.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0758   -2.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.4124    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.8260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 13  9  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
  9 17  1  0
 14 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5186481

   ---

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: 324.15

Molecular Weight (Monoisotopic): 322.9957

AlogP: 3.27

#Rotatable Bonds: 4

Polar Surface Area: 52.32

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.94

Np Likeness Score: -1.45

References

1. Nizi MG, Maksimainen MM, Murthy S, Massari S, Alaviuhkola J, Lippok BE, Sowa ST, Galera-Prat A, Prunskaite-Hyyryläinen R, Lüscher B, Korn P, Lehtiö L, Tabarrini O..  (2022)  Potent 2,3-dihydrophthalazine-1,4-dione derivatives as dual inhibitors for mono-ADP-ribosyltransferases PARP10 and PARP15.,  237  [PMID:35500474] [10.1016/j.ejmech.2022.114362]

Source

Source(1):

• Scientific Literature