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

ID: ALA4869480

PubChem CID: 164620262

Max Phase: Preclinical

Molecular Formula: C12H9BrN4

Molecular Weight: 289.14

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cccc(-c2n[nH]c3ncc(Br)cc23)c1

Standard InChI:  InChI=1S/C12H9BrN4/c13-8-5-10-11(16-17-12(10)15-6-8)7-2-1-3-9(14)4-7/h1-6H,14H2,(H,15,16,17)

Standard InChI Key:  ZXZKNQDUAWCXFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   32.1538   -3.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1527   -4.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8607   -5.1865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8589   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5676   -3.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5678   -4.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3508   -5.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8345   -4.3656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3504   -3.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4460   -3.5495    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   34.6024   -2.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4031   -2.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6554   -1.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1082   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3053   -1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0567   -2.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4548   -1.8087    0.0000 N   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
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869480

   ---

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: 289.14

Molecular Weight (Monoisotopic): 288.0011

AlogP: 2.97

#Rotatable Bonds: 1

Polar Surface Area: 67.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.93

CX Basic pKa: 3.45

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: -1.52

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