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

ID: ALA4448843

PubChem CID: 155520358

Max Phase: Preclinical

Molecular Formula: C17H10F2N4O4

Molecular Weight: 372.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-n2nc(COc3ccc(F)c(C(N)=O)c3F)oc2=O)cc1

Standard InChI:  InChI=1S/C17H10F2N4O4/c18-11-5-6-12(15(19)14(11)16(21)24)26-8-13-22-23(17(25)27-13)10-3-1-9(7-20)2-4-10/h1-6H,8H2,(H2,21,24)

Standard InChI Key:  CMDDDGQGGGTKQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.9629   -5.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7801   -5.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345   -4.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3715   -4.2297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7127   -4.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1713   -4.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -4.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890   -4.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5862   -3.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -3.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2923   -3.0726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4646   -3.0790    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8751   -2.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5816   -1.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662   -1.8549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2973   -4.7140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0044   -4.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2596   -6.1502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7373   -4.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4481   -4.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1505   -4.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427   -3.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4265   -3.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7271   -3.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8437   -3.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5467   -2.6393    0.0000 N   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
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  6 13  1  0
 11 14  1  0
 14 15  1  0
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  9 17  1  0
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  2 19  2  0
  3 20  1  0
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 21 22  1  0
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 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  3  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4448843

   ---

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: 372.29

Molecular Weight (Monoisotopic): 372.0670

AlogP: 1.65

#Rotatable Bonds: 5

Polar Surface Area: 124.14

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: 2.20

CX LogD: 2.20

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -1.70

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