2,6-Difluoro-3-((1-(4-bromophenyl)-4-ethyl-5-oxo-1,2,4-triazol-3-yl)methoxy)benzamide

ID: ALA4569747

PubChem CID: 155552112

Max Phase: Preclinical

Molecular Formula: C18H15BrF2N4O3

Molecular Weight: 453.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(COc2ccc(F)c(C(N)=O)c2F)nn(-c2ccc(Br)cc2)c1=O

Standard InChI:  InChI=1S/C18H15BrF2N4O3/c1-2-24-14(23-25(18(24)27)11-5-3-10(19)4-6-11)9-28-13-8-7-12(20)15(16(13)21)17(22)26/h3-8H,2,9H2,1H3,(H2,22,26)

Standard InChI Key:  QTHGOGJRQAOZOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   18.6966  -14.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5138  -14.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7682  -13.8701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1052  -13.3880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4465  -13.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9061  -12.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9050  -13.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6130  -13.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3227  -13.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3199  -12.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6112  -12.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0260  -12.2309    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1983  -12.2374    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6088  -11.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3153  -11.0090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8999  -11.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0310  -13.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7381  -13.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9934  -15.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4711  -13.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1818  -13.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8842  -13.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8764  -12.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1602  -12.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4608  -12.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5794  -12.2101    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.2154  -15.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4028  -15.2209    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
  1 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569747

   ---

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: 453.24

Molecular Weight (Monoisotopic): 452.0296

AlogP: 2.77

#Rotatable Bonds: 6

Polar Surface Area: 92.14

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: 3.32

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.63

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