5-bromo-3-(3-nitrophenyl)-1H-pyrazolo[3,4-b]pyridine

ID: ALA4867397

PubChem CID: 164619309

Max Phase: Preclinical

Molecular Formula: C12H7BrN4O2

Molecular Weight: 319.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(-c2n[nH]c3ncc(Br)cc23)c1

Standard InChI:  InChI=1S/C12H7BrN4O2/c13-8-5-10-11(15-16-12(10)14-6-8)7-2-1-3-9(4-7)17(18)19/h1-6H,(H,14,15,16)

Standard InChI Key:  NDCGKHWIQLOGGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   22.4713   -3.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4702   -4.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1782   -5.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1765   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8851   -3.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8853   -4.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6683   -4.8666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1520   -4.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6679   -3.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7635   -3.3845    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.9200   -2.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7206   -2.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9730   -1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4257   -1.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6228   -1.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3742   -2.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7701   -1.6393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0227   -0.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3168   -2.2467    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
 17 18  2  0
 17 19  1  0
 13 17  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4867397

   ---

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: 319.12

Molecular Weight (Monoisotopic): 317.9752

AlogP: 3.30

#Rotatable Bonds: 2

Polar Surface Area: 84.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.84

CX Basic pKa: 1.71

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: -1.94

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