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

ID: ALA4878881

PubChem CID: 164627319

Max Phase: Preclinical

Molecular Formula: C18H13N3O

Molecular Weight: 287.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2cnc3[nH]nc(-c4ccccc4)c3c2)cc1

Standard InChI:  InChI=1S/C18H13N3O/c22-15-8-6-12(7-9-15)14-10-16-17(13-4-2-1-3-5-13)20-21-18(16)19-11-14/h1-11,22H,(H,19,20,21)

Standard InChI Key:  GVQSROMOXGBVJP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    4.6871  -21.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6860  -21.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940  -22.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922  -20.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1008  -21.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1011  -21.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8841  -22.1432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678  -21.4771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8837  -20.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357  -20.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9364  -19.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1887  -19.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6415  -18.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8386  -18.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900  -19.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9814  -20.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825  -19.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755  -19.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670  -19.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698  -20.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773  -21.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586  -19.4359    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
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878881

   ---

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: 287.32

Molecular Weight (Monoisotopic): 287.1059

AlogP: 4.00

#Rotatable Bonds: 2

Polar Surface Area: 61.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.82

CX Basic pKa: 1.85

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -0.72

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