5-bromo-3-phenyl-1H-pyrazolo[3,4-b]pyridine

ID: ALA4872160

PubChem CID: 57743047

Max Phase: Preclinical

Molecular Formula: C12H8BrN3

Molecular Weight: 274.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1cnc2[nH]nc(-c3ccccc3)c2c1

Standard InChI:  InChI=1S/C12H8BrN3/c13-9-6-10-11(8-4-2-1-3-5-8)15-16-12(10)14-7-9/h1-7H,(H,14,15,16)

Standard InChI Key:  GLFWEKWSAFPRQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    3.2715   -3.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9784   -4.8357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -3.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6852   -3.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684   -4.6809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9521   -4.0148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4680   -3.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -3.1987    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.7201   -2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5207   -2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7731   -1.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2258   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4230   -1.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1743   -1.9695    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
  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
M  END

Alternative Forms

1. Parent:

   

   ALA4872160

   5-bromo-3-phenyl-1H-pyrazolo[3,4-b]pyridine

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: 274.12

Molecular Weight (Monoisotopic): 272.9902

AlogP: 3.39

#Rotatable Bonds: 1

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: 1.84

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: -1.47

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