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

ID: ALA4446049

PubChem CID: 155518213

Max Phase: Preclinical

Molecular Formula: C17H12BrF2N3O4

Molecular Weight: 440.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2nn(Cc3ccc(Br)cc3)c(=O)o2)c1F

Standard InChI:  InChI=1S/C17H12BrF2N3O4/c18-10-3-1-9(2-4-10)7-23-17(25)27-13(22-23)8-26-12-6-5-11(19)14(15(12)20)16(21)24/h1-6H,7-8H2,(H2,21,24)

Standard InChI Key:  HIPBVGSECUZDOR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   29.4068  -12.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2239  -12.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4783  -11.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8154  -11.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1566  -11.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6163  -10.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6151  -11.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3232  -11.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0329  -11.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0300  -10.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3214  -10.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7362  -10.0600    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9085  -10.0664    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.3190   -9.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0254   -8.8381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6100   -8.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7412  -11.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4483  -11.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7035  -13.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1812  -11.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8930  -11.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8966  -12.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6076  -12.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3121  -12.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3012  -11.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5897  -11.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0244  -12.8885    0.0000 Br  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  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446049

   ---

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: 440.20

Molecular Weight (Monoisotopic): 438.9979

AlogP: 2.60

#Rotatable Bonds: 6

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: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.67

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