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

ID: ALA2263284

PubChem CID: 76333962

Max Phase: Preclinical

Molecular Formula: C24H16N2O5

Molecular Weight: 412.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H16N2O5/c27-22(16-9-5-2-6-10-16)19-20(24(30)31)25-26(21(19)15-7-3-1-4-8-15)18-13-11-17(12-14-18)23(28)29/h1-14H,(H,28,29)(H,30,31)

Standard InChI Key:  OVMOMVMMRPWWAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.5110   -4.2524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481   -3.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4482   -3.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987   -4.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -2.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -2.1015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5839   -3.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -4.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5857   -5.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -7.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -8.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514   -8.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5848   -2.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974   -2.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -1.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3004   -0.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5987   -0.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -1.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8621   -3.2147    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
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 12 13  2  0
 13 14  1  0
  9 14  2  0
  5  9  1  0
 15 16  1  0
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 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:

   

   ALA2263284

   4-Benzoyl-1-(4-carboxy-phenyl)-5-phenyl-1h-pyrazole-3-carboxylic acid

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: 412.40

Molecular Weight (Monoisotopic): 412.1059

AlogP: 4.17

#Rotatable Bonds: 6

Polar Surface Area: 109.49

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: -1.41

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -0.64

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