N-(5-(4-Isopropylphenyl)-1,3,4-oxadiazol-2-yl)-4-((trifluoromethyl)thio)benzamide

ID: ALA4776159

PubChem CID: 162643428

Max Phase: Preclinical

Molecular Formula: C19H16F3N3O2S

Molecular Weight: 407.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(-c2nnc(NC(=O)c3ccc(SC(F)(F)F)cc3)o2)cc1

Standard InChI:  InChI=1S/C19H16F3N3O2S/c1-11(2)12-3-5-14(6-4-12)17-24-25-18(27-17)23-16(26)13-7-9-15(10-8-13)28-19(20,21)22/h3-11H,1-2H3,(H,23,25,26)

Standard InChI Key:  CUOOLVAMFQIBAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.1952   -8.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6037   -8.0291    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6616   -7.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3706   -7.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3654   -8.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0706   -9.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7810   -8.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7824   -7.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0772   -7.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6668   -6.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9753   -7.9455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4862   -9.1492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5277   -7.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2906   -7.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2469   -6.6868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4539   -6.4761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124   -7.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1940   -7.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7854   -6.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9670   -6.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5609   -7.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9731   -7.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7879   -7.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9028   -9.1538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7359   -7.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -7.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3206   -6.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4 11  2  0
  4 12  1  0
 13  2  1  0
  8 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 14 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 18 19  1  0
 12 15  1  0
  2 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776159

   ---

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: 407.42

Molecular Weight (Monoisotopic): 407.0915

AlogP: 5.72

#Rotatable Bonds: 5

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.06

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 5.96

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.80

References

1. Naclerio GA,Abutaleb NS,Li D,Seleem MN,Sintim HO.  (2020)  Ultrapotent Inhibitor of Clostridioides difficile Growth, Which Suppresses Recurrence In Vivo.,  63  (20.0): [PMID:32960605] [10.1021/acs.jmedchem.0c01198]

Source

Source(1):

• Scientific Literature