6-(2-methoxyphenyl)-2-phenyl-1H-pyrazolo[3,4-b]pyridine-3,4(2H,7H)-dione

ID: ALA4242081

PubChem CID: 6459851

Max Phase: Preclinical

Molecular Formula: C19H15N3O3

Molecular Weight: 333.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(=O)c2c(=O)n(-c3ccccc3)[nH]c2[nH]1

Standard InChI:  InChI=1S/C19H15N3O3/c1-25-16-10-6-5-9-13(16)14-11-15(23)17-18(20-14)21-22(19(17)24)12-7-3-2-4-8-12/h2-11H,1H3,(H2,20,21,23)

Standard InChI Key:  NOOROPYNXWUKQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   23.1358  -19.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1347  -20.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8427  -20.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8409  -18.7745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5496  -19.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5544  -20.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3388  -20.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8188  -19.5839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3309  -18.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5958  -21.0284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6359  -19.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4280  -18.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0461  -20.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8625  -20.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2677  -19.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506  -18.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0355  -18.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8418  -21.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4312  -17.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7243  -17.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0157  -17.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0185  -18.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7260  -19.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1398  -17.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1415  -16.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
  8 11  1  0
  1 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
  3 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 12  1  0
 19 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4242081

   6-(2-methoxyphenyl)-2-phenyl-1H-pyrazolo[3,4-b]pyridine-3,4(2H,7H)-dione

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: 333.35

Molecular Weight (Monoisotopic): 333.1113

AlogP: 2.68

#Rotatable Bonds: 3

Polar Surface Area: 79.88

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.64

CX Basic pKa: 0.49

CX LogP: 2.13

CX LogD: 0.90

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -0.39

References

1. Hajdú I, Kardos J, Major B, Fabó G, Lőrincz Z, Cseh S, Dormán G..  (2018)  Inhibition of the LOX enzyme family members with old and new ligands. Selectivity analysis revisited.,  28  (18): [PMID:30098867] [10.1016/j.bmcl.2018.07.001]

Source

Source(1):

• Scientific Literature