4-Benzoyl-1-(4-carbamoyl-phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid amide

ID: ALA2263272

PubChem CID: 76333960

Max Phase: Preclinical

Molecular Formula: C24H18N4O3

Molecular Weight: 410.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(-n2nc(C(N)=O)c(C(=O)c3ccccc3)c2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C24H18N4O3/c25-23(30)17-11-13-18(14-12-17)28-21(15-7-3-1-4-8-15)19(20(27-28)24(26)31)22(29)16-9-5-2-6-10-16/h1-14H,(H2,25,30)(H2,26,31)

Standard InChI Key:  UNPICQCBYRRPQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   14.9795  -14.3826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6286  -13.8936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3657  -13.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5658  -13.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3162  -13.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9400  -12.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8670  -11.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7014  -12.8301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6099  -14.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9076  -13.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2047  -14.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2041  -15.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9063  -15.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6092  -15.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9955  -15.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2988  -15.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3099  -16.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0226  -16.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7192  -16.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7033  -15.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0385  -17.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3649  -18.0865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7689  -17.9887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7024  -12.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7150  -11.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4192  -11.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4179  -10.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7162  -10.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0121  -10.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0092  -11.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9796  -12.8559    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  2  0
  1  5  1  0
  6  7  2  0
  6  8  1  0
  3  6  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  5  9  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  2  0
 21 23  1  0
 18 21  1  0
  1 15  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 24 31  2  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2263272

   4-Benzoyl-1-(4-carbamoylphenyl)-5-phenylpyrazole-3-carboxamide

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: 410.43

Molecular Weight (Monoisotopic): 410.1379

AlogP: 2.97

#Rotatable Bonds: 6

Polar Surface Area: 121.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -0.90

References

1. Bildirici I, Sener A, Atalan E, Battal A, Genc H.  (2009)  Synthesis and antibacterial activity of 4-benzoyl-1-(4-carboxy-phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid and derivatives,  18  (5): [10.1007/s00044-008-9130-3]

Source

Source(1):

• Scientific Literature