1-{4-[4-benzoyl-1-(4-chlorophenyl)-1H-pyrazole-3-carbonyl]-1-phenyl-1H-pyrazol-3-yl}-ethanone

ID: ALA1087176

PubChem CID: 45277744

Max Phase: Preclinical

Molecular Formula: C28H19ClN4O3

Molecular Weight: 494.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1nn(-c2ccccc2)cc1C(=O)c1nn(-c2ccc(Cl)cc2)cc1C(=O)c1ccccc1

Standard InChI:  InChI=1S/C28H19ClN4O3/c1-18(34)25-23(16-32(30-25)21-10-6-3-7-11-21)28(36)26-24(27(35)19-8-4-2-5-9-19)17-33(31-26)22-14-12-20(29)13-15-22/h2-17H,1H3

Standard InChI Key:  ATAJBGDODILWMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   -2.2748   -0.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5924   -0.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    0.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639    0.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -0.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774    1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6657    2.0161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3117    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1362    2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5488    1.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3077    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2912   -1.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0136   -1.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303   -2.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3235   -3.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5982   -2.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5850   -1.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437    1.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998   -0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -0.4251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8650    0.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3679    0.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -1.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837   -1.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7943   -2.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6205   -2.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344   -1.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250    2.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863    1.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839    1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -3.9917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
  4  5  2  0
  3 20  1  0
  9 10  1  0
 20 21  1  0
 22 23  1  0
  5  1  1  0
 10 11  2  0
  2  3  2  0
 11 12  1  0
 21 22  2  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
  4  6  1  0
 23 26  1  0
 12 13  2  0
 26 27  2  0
 13  8  1  0
 27 28  1  0
 28 29  2  0
  1 14  1  0
 29 30  1  0
  6  7  2  0
 30 31  2  0
 31 26  1  0
 14 15  2  0
 25 32  1  0
  1  2  1  0
 32 33  2  0
 15 16  1  0
 20 34  2  0
  6  8  1  0
 32 35  1  0
 16 17  2  0
 17 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087176

   1-[4-[4-Benzoyl-1-(4-chlorophenyl)pyrazole-3-carbonyl]-1-phenylpyrazol-3-yl]ethanone

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: 494.94

Molecular Weight (Monoisotopic): 494.1146

AlogP: 5.38

#Rotatable Bonds: 7

Polar Surface Area: 86.85

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.00

CX LogD: 6.00

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -0.91

References

1. Riyadh SM, Farghaly TA, Abdallah MA, Abdalla MM, Abd El-Aziz MR..  (2010)  New pyrazoles incorporating pyrazolylpyrazole moiety: synthesis, anti-HCV and antitumor activity.,  45  (3): [PMID:20022411] [10.1016/j.ejmech.2009.11.050]

Source

Source(1):

• Scientific Literature