2-phenyl-6-(thiophen-2-yl)-1H-pyrazolo[3,4-b]pyridin-3(2H)-one

ID: ALA4237334

PubChem CID: 29130197

Max Phase: Preclinical

Molecular Formula: C16H11N3OS

Molecular Weight: 293.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccc(-c3cccs3)nc2[nH]n1-c1ccccc1

Standard InChI:  InChI=1S/C16H11N3OS/c20-16-12-8-9-13(14-7-4-10-21-14)17-15(12)18-19(16)11-5-2-1-3-6-11/h1-10H,(H,17,18)

Standard InChI Key:  UUYOCHUHVNWETF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   14.1921  -18.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1910  -19.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8990  -20.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8972  -18.5392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6059  -18.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6107  -19.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3951  -20.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8751  -19.3486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3872  -18.6856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6521  -20.7932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6922  -19.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4843  -18.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1024  -20.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9188  -20.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3240  -19.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9069  -18.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0918  -18.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3986  -17.7277    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5993  -17.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1908  -18.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7378  -18.8729    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  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  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
 12 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4237334

   2-phenyl-6-(thiophen-2-yl)-1H-pyrazolo[3,4-b]pyridin-3(2H)-one

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: 293.35

Molecular Weight (Monoisotopic): 293.0623

AlogP: 3.44

#Rotatable Bonds: 2

Polar Surface Area: 50.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.22

CX Basic pKa: 1.97

CX LogP: 4.67

CX LogD: 4.61

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: -1.62

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