4-(6-Methyl-7-oxo-3,4-diphenyl-6,7-dihydro-pyrazolo[3,4-d]pyridazin-2-yl)-benzoic acid

ID: ALA2263281

PubChem CID: 76308588

Max Phase: Preclinical

Molecular Formula: C25H18N4O3

Molecular Weight: 422.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nc(-c2ccccc2)c2c(-c3ccccc3)n(-c3ccc(C(=O)O)cc3)nc2c1=O

Standard InChI:  InChI=1S/C25H18N4O3/c1-28-24(30)22-20(21(26-28)16-8-4-2-5-9-16)23(17-10-6-3-7-11-17)29(27-22)19-14-12-18(13-15-19)25(31)32/h2-15H,1H3,(H,31,32)

Standard InChI Key:  UJTNDQNZBHBOTH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   15.5161   -2.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1098   -2.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -2.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8817   -2.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0690   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6600   -2.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8436   -2.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4351   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8491   -3.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6642   -3.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3333   -2.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1098   -3.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -3.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0400   -4.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7012   -4.8358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3622   -4.3555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7030   -5.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9936   -6.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9933   -6.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7015   -7.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4116   -6.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4084   -6.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7014   -8.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9943   -8.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4097   -8.5119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2666   -4.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6594   -4.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8828   -4.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7122   -5.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3244   -5.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0986   -5.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5194   -1.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  4  1  0
 12  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
  1 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 17  1  0
 23 24  1  0
 23 25  2  0
 20 23  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 14 26  1  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2263281

   4-(6-Methyl-7-oxo-3,4-diphenylpyrazolo[3,4-d]pyridazin-2-yl)benzoic 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: 422.44

Molecular Weight (Monoisotopic): 422.1379

AlogP: 4.15

#Rotatable Bonds: 4

Polar Surface Area: 90.01

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.52

CX Basic pKa: ┄

CX LogP: 4.66

CX LogD: 1.86

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -0.92

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