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

ID: ALA4513993

PubChem CID: 155539112

Max Phase: Preclinical

Molecular Formula: C16H11BrF2N4O3

Molecular Weight: 425.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2nn(-c3ccc(Br)cc3)c(=O)[nH]2)c1F

Standard InChI:  InChI=1S/C16H11BrF2N4O3/c17-8-1-3-9(4-2-8)23-16(25)21-12(22-23)7-26-11-6-5-10(18)13(14(11)19)15(20)24/h1-6H,7H2,(H2,20,24)(H,21,22,25)

Standard InChI Key:  OGIBHNYVMSBYDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   20.2237   -6.5657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0409   -6.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2952   -5.7890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6323   -5.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9735   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4332   -4.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4321   -5.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1401   -5.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8498   -5.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8469   -4.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1383   -4.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5531   -4.1498    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7254   -4.1563    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.1359   -3.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8424   -2.9279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4270   -2.9321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5581   -5.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2652   -5.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5204   -7.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9981   -5.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7089   -5.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4113   -5.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4034   -4.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6873   -4.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9878   -4.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1064   -4.1290    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4513993

   ---

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: 425.19

Molecular Weight (Monoisotopic): 423.9983

AlogP: 2.28

#Rotatable Bonds: 5

Polar Surface Area: 103.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.83

CX Basic pKa: ┄

CX LogP: 2.74

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.51

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