1-[4-benzoyl-1-(4-nitrophenyl)-1H-pyrazol-3-yl]-ethanone

ID: ALA1087046

PubChem CID: 45277581

Max Phase: Preclinical

Molecular Formula: C18H13N3O4

Molecular Weight: 335.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1nn(-c2ccc([N+](=O)[O-])cc2)cc1C(=O)c1ccccc1

Standard InChI:  InChI=1S/C18H13N3O4/c1-12(22)17-16(18(23)13-5-3-2-4-6-13)11-20(19-17)14-7-9-15(10-8-14)21(24)25/h2-11H,1H3

Standard InChI Key:  HCFFMAVQEHYRBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   18.0010  -13.7165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6832  -13.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4411  -12.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6121  -12.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3408  -13.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1987  -11.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6103  -11.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3737  -11.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9649  -11.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1407  -11.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7282  -11.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1460  -12.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9689  -12.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9846  -14.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2625  -14.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2458  -15.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9524  -16.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6774  -15.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6906  -14.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1317  -12.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8665  -12.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0891  -11.1773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9391  -17.0158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6458  -17.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2171  -17.4149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  6  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  6  7  2  0
 14 15  2  0
  1  2  1  0
 15 16  1  0
  6  8  1  0
 16 17  2  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
  5  1  1  0
 20 22  2  0
 10 11  2  0
  2  3  2  0
 11 12  1  0
 23 24  2  0
 23 25  1  0
 17 23  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1087046

   1-[4-Benzoyl-1-(4-nitrophenyl)pyrazol-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: 335.32

Molecular Weight (Monoisotopic): 335.0906

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 95.10

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -1.49

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