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

ID: ALA4566531

PubChem CID: 155560797

Max Phase: Preclinical

Molecular Formula: C17H13F2N3O5

Molecular Weight: 377.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc(COc3ccc(F)c(C(N)=O)c3F)oc2=O)cc1

Standard InChI:  InChI=1S/C17H13F2N3O5/c1-25-10-4-2-9(3-5-10)22-17(24)27-13(21-22)8-26-12-7-6-11(18)14(15(12)19)16(20)23/h2-7H,8H2,1H3,(H2,20,23)

Standard InChI Key:  DMVHBTNXZBPFRN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.9690  -19.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7862  -19.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0406  -18.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3776  -17.9403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7189  -18.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1785  -17.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1774  -18.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8854  -18.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5951  -18.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5923  -17.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8836  -16.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2984  -16.7833    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4707  -16.7897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8812  -15.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5877  -15.5614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1723  -15.5656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3034  -18.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0105  -18.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2658  -19.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7435  -18.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4542  -18.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1566  -17.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1488  -17.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4326  -16.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7332  -17.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8518  -16.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5641  -17.1629    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
 23 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566531

   ---

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: 377.30

Molecular Weight (Monoisotopic): 377.0823

AlogP: 1.79

#Rotatable Bonds: 6

Polar Surface Area: 109.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.35

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