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

ID: ALA4871412

PubChem CID: 164621153

Max Phase: Preclinical

Molecular Formula: C12H8BrN3O

Molecular Weight: 290.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2n[nH]c3ncc(Br)cc23)cc1

Standard InChI:  InChI=1S/C12H8BrN3O/c13-8-5-10-11(15-16-12(10)14-6-8)7-1-3-9(17)4-2-7/h1-6,17H,(H,14,15,16)

Standard InChI Key:  BZNZVNQDMRWLSV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   12.4917  -12.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4906  -13.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1986  -13.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1968  -12.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9054  -12.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9057  -13.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6887  -13.6741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1724  -13.0080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6883  -12.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7839  -12.1920    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.9403  -11.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7410  -11.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9933  -10.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4461  -10.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6432  -10.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3946  -10.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6973   -9.2352    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
  1 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871412

   ---

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: 290.12

Molecular Weight (Monoisotopic): 288.9851

AlogP: 3.09

#Rotatable Bonds: 1

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: 9.38

CX Basic pKa: 1.90

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: -0.98

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