1-(4-(3-(4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)urea

ID: ALA4872233

PubChem CID: 164619035

Max Phase: Preclinical

Molecular Formula: C20H17N5O2

Molecular Weight: 359.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]c3ncc(-c4ccc(NC(N)=O)cc4)cc23)cc1

Standard InChI:  InChI=1S/C20H17N5O2/c1-27-16-8-4-13(5-9-16)18-17-10-14(11-22-19(17)25-24-18)12-2-6-15(7-3-12)23-20(21)26/h2-11H,1H3,(H3,21,23,26)(H,22,24,25)

Standard InChI Key:  APFOPVHPNQUBPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.8455   -4.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8443   -5.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5524   -5.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5506   -4.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2592   -4.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2595   -5.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0424   -5.6137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5262   -4.9475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0420   -4.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2941   -3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0947   -3.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3471   -2.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7998   -1.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9970   -2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7483   -2.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1398   -4.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1409   -3.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4339   -2.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7253   -3.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7282   -4.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4357   -4.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0170   -2.9063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3099   -3.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6016   -2.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3112   -4.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0511   -1.1747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8501   -1.0035    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  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 13 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872233

   ---

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: 359.39

Molecular Weight (Monoisotopic): 359.1382

AlogP: 3.79

#Rotatable Bonds: 4

Polar Surface Area: 105.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.86

CX Basic pKa: 1.91

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -1.28

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