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

ID: ALA4527025

PubChem CID: 155544616

Max Phase: Preclinical

Molecular Formula: C16H10ClF2N3O4

Molecular Weight: 381.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(F)ccc(OCn2nc(-c3ccc(Cl)cc3)oc2=O)c1F

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

Standard InChI Key:  CKKVAWSZHDHKHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    7.4994  -26.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3166  -26.2320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5710  -25.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9080  -24.9731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2493  -25.4552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7090  -24.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078  -25.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159  -25.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1255  -25.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1227  -24.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141  -23.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289  -23.8161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012  -23.8225    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4116  -23.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181  -22.5942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7027  -22.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339  -25.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5409  -25.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3485  -25.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9516  -25.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7285  -25.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9001  -24.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2887  -24.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5141  -24.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0182  -26.8925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6774  -24.4493    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  2  0
  4  5  1  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
  3 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  1 25  2  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527025

   ---

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: 2.57

#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: 10.95

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.72

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