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

ID: ALA4874247

PubChem CID: 164628142

Max Phase: Preclinical

Molecular Formula: C20H16N4O2

Molecular Weight: 344.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H16N4O2/c1-12(25)22-16-6-2-13(3-7-16)15-10-18-19(23-24-20(18)21-11-15)14-4-8-17(26)9-5-14/h2-11,26H,1H3,(H,22,25)(H,21,23,24)

Standard InChI Key:  YZRYFNIKUFKPIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.3274  -29.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3263  -30.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0343  -30.4410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0325  -28.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7412  -29.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7414  -30.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5244  -30.2862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0081  -29.6201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5240  -28.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7760  -28.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5767  -28.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8291  -27.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2818  -26.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4789  -26.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2303  -27.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6217  -28.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6228  -27.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9159  -27.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2073  -27.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2101  -28.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9177  -29.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5330  -25.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4989  -27.5789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7919  -27.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0835  -27.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7932  -28.8058    0.0000 O   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
 13 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874247

   ---

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: 344.37

Molecular Weight (Monoisotopic): 344.1273

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: 1.91

CX LogP: 3.06

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: -0.99

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