N-(4-(3-(4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)methanesulfonamide

ID: ALA4874485

PubChem CID: 164627876

Max Phase: Preclinical

Molecular Formula: C19H16N4O3S

Molecular Weight: 380.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Nc1ccc(-c2cnc3[nH]nc(-c4ccc(O)cc4)c3c2)cc1

Standard InChI:  InChI=1S/C19H16N4O3S/c1-27(25,26)23-15-6-2-12(3-7-15)14-10-17-18(21-22-19(17)20-11-14)13-4-8-16(24)9-5-13/h2-11,23-24H,1H3,(H,20,21,22)

Standard InChI Key:  SLSDONYZOZOLNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.9001  -28.4490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4956  -27.7432    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.0866  -28.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0312  -28.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0301  -29.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7381  -30.1975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7363  -28.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4449  -28.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4452  -29.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2282  -30.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7119  -29.3766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2278  -28.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4798  -27.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2805  -27.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5328  -26.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9856  -26.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1827  -26.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9341  -27.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3255  -28.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3266  -27.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6196  -27.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9111  -27.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9139  -28.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6214  -28.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2027  -27.3354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7873  -27.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2368  -25.6038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 12 13  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  4 19  1  0
 22 25  1  0
 25  2  1  0
  2 26  1  0
 16 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874485

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.43

Molecular Weight (Monoisotopic): 380.0943

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 107.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.14

CX Basic pKa: 1.91

CX LogP: 2.20

CX LogD: 2.19

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -1.10

References

1. Park A, Hwang J, Lee JY, Heo EJ, Na YJ, Kang S, Jeong KS, Kim KY, Shin SJ, Lee H..  (2021)  Synthesis of novel 1H-Pyrazolo[3,4-b]pyridine derivatives as DYRK 1A/1B inhibitors.,  47  [PMID:34182093] [10.1016/j.bmcl.2021.128226]

Source

Source(1):

• Scientific Literature