2-(5-methyl-3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-5-phenyl-1,3,4-oxadiazole

ID: ALA3099513

PubChem CID: 72947072

Max Phase: Preclinical

Molecular Formula: C24H17N5O3

Molecular Weight: 423.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2nnc(-c3ccccc3)o2)c(-c2ccc([N+](=O)[O-])cc2)nn1-c1ccccc1

Standard InChI:  InChI=1S/C24H17N5O3/c1-16-21(24-26-25-23(32-24)18-8-4-2-5-9-18)22(17-12-14-20(15-13-17)29(30)31)27-28(16)19-10-6-3-7-11-19/h2-15H,1H3

Standard InChI Key:  AXMNVBSMVRDHSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   20.5780  -10.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7608  -10.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5043  -11.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1630  -11.9450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8265  -11.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1582  -12.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4468  -13.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4424  -13.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1486  -14.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8607  -13.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8616  -13.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6024  -11.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2860  -10.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6239   -9.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1476   -8.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3336   -8.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9981   -9.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4763  -10.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0612  -10.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8783  -10.0377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1348   -9.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4761   -8.7781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8126   -9.2551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9135   -9.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5179   -9.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2958   -9.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4704   -8.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8610   -7.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0855   -8.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8541   -8.0316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0410   -8.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1892   -7.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  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
  4  6  1  0
  5 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
  1 19  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 21 24  1  0
 30 31  2  0
 30 32  1  0
 16 30  1  0
M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3099513

   2-[5-Methyl-3-(4-nitrophenyl)-1-phenylpyrazol-4-yl]-5-phenyl-1,3,4-oxadiazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.43

Molecular Weight (Monoisotopic): 423.1331

AlogP: 5.47

#Rotatable Bonds: 5

Polar Surface Area: 99.88

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.15

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -1.43

References

1. Ningaiah S, Bhadraiah UK, Doddaramappa SD, Keshavamurthy S, Javarasetty C..  (2014)  Novel pyrazole integrated 1,3,4-oxadiazoles: synthesis, characterization and antimicrobial evaluation.,  24  (1): [PMID:24316123] [10.1016/j.bmcl.2013.11.029]

Source

Source(1):

• Scientific Literature