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

ID: ALA4568643

PubChem CID: 155560753

Max Phase: Preclinical

Molecular Formula: C16H10ClF2N3O4

Molecular Weight: 381.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCc2nn(-c3cccc(Cl)c3)c(=O)o2)c1F

Standard InChI:  InChI=1S/C16H10ClF2N3O4/c17-8-2-1-3-9(6-8)22-16(24)26-12(21-22)7-25-11-5-4-10(18)13(14(11)19)15(20)23/h1-6H,7H2,(H2,20,23)

Standard InChI Key:  YDNDOFMYYUJGRH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    8.2011  -25.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0182  -25.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2726  -24.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6097  -24.4861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9509  -24.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106  -23.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4094  -24.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175  -24.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272  -24.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243  -23.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157  -23.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5305  -23.3291    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7028  -23.3355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133  -22.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8197  -22.1072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043  -22.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5355  -24.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2426  -24.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4978  -26.4066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9755  -24.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6862  -24.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3887  -24.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3808  -23.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6647  -23.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9652  -23.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1003  -24.9439    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
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568643

   ---

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: 381.72

Molecular Weight (Monoisotopic): 381.0328

AlogP: 2.44

#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: 2.95

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.78

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