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

ID: ALA4460802

PubChem CID: 155528128

Max Phase: Preclinical

Molecular Formula: C17H12ClF2N3O4

Molecular Weight: 395.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1-n1nc(COc2ccc(F)c(C(N)=O)c2F)oc1=O

Standard InChI:  InChI=1S/C17H12ClF2N3O4/c1-8-6-9(18)2-4-11(8)23-17(25)27-13(22-23)7-26-12-5-3-10(19)14(15(12)20)16(21)24/h2-6H,7H2,1H3,(H2,21,24)

Standard InChI Key:  RHUVOUBHRFVZPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   40.2655   -5.3564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0827   -5.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3371   -4.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6741   -4.0976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0154   -4.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4750   -3.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4739   -4.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1819   -4.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8916   -4.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8888   -3.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1801   -2.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5949   -2.9405    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.7672   -2.9470    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.1777   -2.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8842   -1.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4688   -1.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5999   -4.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3070   -4.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5623   -6.0181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0400   -4.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7507   -4.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4531   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4453   -3.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7291   -2.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0297   -3.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3166   -2.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1483   -2.9197    0.0000 Cl  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
 25 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460802

   ---

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: 395.75

Molecular Weight (Monoisotopic): 395.0484

AlogP: 2.74

#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: 3.46

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.68

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