2-(4-chlorophenyl)-5-(5-methyl-1,3-diphenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazole

ID: ALA3099516

PubChem CID: 72947075

Max Phase: Preclinical

Molecular Formula: C24H17ClN4O

Molecular Weight: 412.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2nnc(-c3ccc(Cl)cc3)o2)c(-c2ccccc2)nn1-c1ccccc1

Standard InChI:  InChI=1S/C24H17ClN4O/c1-16-21(24-27-26-23(30-24)18-12-14-19(25)15-13-18)22(17-8-4-2-5-9-17)28-29(16)20-10-6-3-7-11-20/h2-15H,1H3

Standard InChI Key:  HHJOHXOYBPTTBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.4238  -18.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1673  -19.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8260  -20.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4895  -19.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8212  -20.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1098  -21.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1054  -22.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8116  -22.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5237  -22.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5246  -21.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2654  -19.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9490  -18.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2869  -17.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8106  -16.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9966  -16.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6611  -17.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7242  -18.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5413  -18.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7978  -17.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1391  -16.8674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4756  -17.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5765  -17.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1809  -17.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9588  -17.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1334  -16.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5240  -16.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7485  -16.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9115  -16.3580    0.0000 Cl  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
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 17 18  2  0
 18 13  1  0
  2 13  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
  1 19  1  0
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 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 21 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099516

   2-(4-Chlorophenyl)-5-(5-methyl-1,3-diphenylpyrazol-4-yl)-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: 412.88

Molecular Weight (Monoisotopic): 412.1091

AlogP: 6.22

#Rotatable Bonds: 4

Polar Surface Area: 56.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.31

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: -1.37

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