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

ID: ALA4471088

PubChem CID: 155534991

Max Phase: Preclinical

Molecular Formula: C16H9Cl2F2N3O4

Molecular Weight: 416.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2nn(-c3ccc(Cl)cc3Cl)c(=O)o2)c1F

Standard InChI:  InChI=1S/C16H9Cl2F2N3O4/c17-7-1-3-10(8(18)5-7)23-16(25)27-12(22-23)6-26-11-4-2-9(19)13(14(11)20)15(21)24/h1-5H,6H2,(H2,21,24)

Standard InChI Key:  YYRICWNQHTUKEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   29.8319   -5.7073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6491   -5.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9034   -4.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2405   -4.4484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5817   -4.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0414   -3.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0402   -4.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7483   -4.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4580   -4.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4551   -3.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7465   -3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1613   -3.2914    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.3336   -3.2978    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.7441   -2.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4506   -2.0695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0351   -2.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1663   -4.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8734   -4.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1286   -6.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6063   -4.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3170   -4.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0195   -4.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0116   -3.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2955   -3.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5960   -3.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8829   -3.3042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.7146   -3.2705    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:

   

   ALA4471088

   ---

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: 416.17

Molecular Weight (Monoisotopic): 414.9938

AlogP: 3.09

#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: 3.55

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.65

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