3-[(3-Chlorobenzyl)oxy]-2,6-difluorobenzamide

ID: ALA5092442

PubChem CID: 59402956

Max Phase: Preclinical

Molecular Formula: C14H10ClF2NO2

Molecular Weight: 297.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2cccc(Cl)c2)c1F

Standard InChI:  InChI=1S/C14H10ClF2NO2/c15-9-3-1-2-8(6-9)7-20-11-5-4-10(16)12(13(11)17)14(18)19/h1-6H,7H2,(H2,18,19)

Standard InChI Key:  QPJFTLSXPCJEKL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   28.4765   -2.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4753   -3.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1834   -3.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8930   -3.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8902   -2.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1816   -2.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1791   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8856   -1.0377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4702   -1.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6014   -3.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3084   -3.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0168   -3.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0134   -4.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7210   -5.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4290   -4.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4251   -3.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7170   -3.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5964   -2.2595    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.7687   -2.2660    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.1307   -3.4784    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  5 18  1  0
  1 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5092442

   3-[(3-Chlorophenyl)methoxy]-2,6-bis(fluoranyl)benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 297.69

Molecular Weight (Monoisotopic): 297.0368

AlogP: 3.30

#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: 10.97

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.94

Np Likeness Score: -1.54

References

1. Huecas S, Araújo-Bazán L, Ruiz FM, Ruiz-Ávila LB, Martínez RF, Escobar-Peña A, Artola M, Vázquez-Villa H, Martín-Fontecha M, Fernández-Tornero C, López-Rodríguez ML, Andreu JM..  (2021)  Targeting the FtsZ Allosteric Binding Site with a Novel Fluorescence Polarization Screen, Cytological and Structural Approaches for Antibacterial Discovery.,  64  (9.0): [PMID:33908781] [10.1021/acs.jmedchem.0c02207]

Source

Source(1):

• Scientific Literature