2,6-Difluoro-3-((4-phenyl-5-oxo-1,3,4-oxadiazol-2-yl)methoxy)benzamide

ID: ALA4458761

PubChem CID: 155527136

Max Phase: Preclinical

Molecular Formula: C16H11F2N3O4

Molecular Weight: 347.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2nn(-c3ccccc3)c(=O)o2)c1F

Standard InChI:  InChI=1S/C16H11F2N3O4/c17-10-6-7-11(14(18)13(10)15(19)22)24-8-12-20-21(16(23)25-12)9-4-2-1-3-5-9/h1-7H,8H2,(H2,19,22)

Standard InChI Key:  SUBUWYCJBCTXKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.4128   -5.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2299   -5.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4843   -4.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8214   -4.1843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626   -4.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -3.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211   -4.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -4.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389   -4.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0360   -3.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -3.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7422   -3.0272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -3.0336    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250   -2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314   -1.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160   -1.8095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7472   -4.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543   -4.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7095   -6.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1872   -4.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8979   -4.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6004   -4.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5925   -3.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8764   -3.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1769   -3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 10 12  1  0
  6 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
  9 17  1  0
 17 18  1  0
 18  5  1  0
  2 19  2  0
  3 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4458761

   ---

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: 347.28

Molecular Weight (Monoisotopic): 347.0718

AlogP: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 100.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.46

References

1. Bi F, Song D, Qin Y, Liu X, Teng Y, Zhang N, Zhang P, Zhang N, Ma S..  (2019)  Discovery of 1,3,4-oxadiazol-2-one-containing benzamide derivatives targeting FtsZ as highly potent agents of killing a variety of MDR bacteria strains.,  27  (14): [PMID:31200986] [10.1016/j.bmc.2019.06.010]

Source

Source(1):

• Scientific Literature