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

ID: ALA4554288

PubChem CID: 155556615

Max Phase: Preclinical

Molecular Formula: C17H13F2N3O4

Molecular Weight: 361.30

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H13F2N3O4/c1-9-2-4-10(5-3-9)22-17(24)26-13(21-22)8-25-12-7-6-11(18)14(15(12)19)16(20)23/h2-7H,8H2,1H3,(H2,20,23)

Standard InChI Key:  TULKHUUZGQEWPM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   17.3718   -5.9384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1890   -5.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4433   -5.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7804   -4.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1216   -5.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5813   -3.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5801   -4.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2882   -5.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9979   -4.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9950   -3.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864   -3.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7012   -3.5225    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8735   -3.5289    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2840   -2.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9904   -2.3006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5750   -2.3048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062   -5.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4133   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6685   -6.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1462   -4.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8569   -5.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5594   -4.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5515   -3.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8354   -3.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359   -3.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2545   -3.5017    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
M  END

Alternative Forms

1. Parent:

   

   ALA4554288

   ---

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: 361.30

Molecular Weight (Monoisotopic): 361.0874

AlogP: 2.09

#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: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.50

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