2-(4-Nitrophenyl)-5-(4-(pyridin-2-yl)piperazin-1-yl)-1,3,4-oxadiazole

ID: ALA4754304

PubChem CID: 162654477

Max Phase: Preclinical

Molecular Formula: C17H16N6O3

Molecular Weight: 352.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2nnc(N3CCN(c4ccccn4)CC3)o2)cc1

Standard InChI:  InChI=1S/C17H16N6O3/c24-23(25)14-6-4-13(5-7-14)16-19-20-17(26-16)22-11-9-21(10-12-22)15-3-1-2-8-18-15/h1-8H,9-12H2

Standard InChI Key:  CFFQCZLSZQGOOU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   33.2120  -19.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8534  -19.8694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5468  -19.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3328  -18.6216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5093  -18.5814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4169  -19.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8341  -18.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0372  -19.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8219  -19.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4098  -20.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2044  -20.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3162  -19.7142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4425  -20.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2086  -20.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8537  -20.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7274  -19.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9561  -19.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6214  -20.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7452  -21.4274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5134  -21.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1585  -21.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0302  -20.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2620  -20.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0227  -20.2003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8092  -20.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4390  -19.6169    0.0000 O   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  2  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
  1  6  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  3 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 24 25  2  0
 24 26  1  0
  9 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4754304

   ---

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: 352.35

Molecular Weight (Monoisotopic): 352.1284

AlogP: 2.37

#Rotatable Bonds: 4

Polar Surface Area: 101.43

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 2.83

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -2.04

References

1. Tripathi A,Choubey PK,Sharma P,Seth A,Tripathi PN,Tripathi MK,Prajapati SK,Krishnamurthy S,Shrivastava SK.  (2019)  Design and development of molecular hybrids of 2-pyridylpiperazine and 5-phenyl-1,3,4-oxadiazoles as potential multifunctional agents to treat Alzheimer's disease.,  183  [PMID:31561043] [10.1016/j.ejmech.2019.111707]

Source

Source(1):

• Scientific Literature