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

ID: ALA4878373

PubChem CID: 156702157

Max Phase: Preclinical

Molecular Formula: C10H6BrN5

Molecular Weight: 276.10

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Brc1cnc2[nH]nc(-c3cncnc3)c2c1

Standard InChI:  InChI=1S/C10H6BrN5/c11-7-1-8-9(6-2-12-5-13-3-6)15-16-10(8)14-4-7/h1-5H,(H,14,15,16)

Standard InChI Key:  IWKXRJPFGFPNMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   12.1657  -20.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1645  -21.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8726  -21.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8708  -20.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5794  -20.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5796  -21.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3626  -21.5860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8463  -20.9199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3622  -20.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4578  -20.1039    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.6143  -19.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4149  -19.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6673  -18.5328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1200  -17.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3171  -18.0983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0685  -18.8746    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:

    ALA4878373

    ---

Associated Targets(Human)

DYRK1B Tchem Dual specificity tyrosine-phosphorylation-regulated kinase 1B (2654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DYRK1A Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 1A (6484 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 276.10Molecular Weight (Monoisotopic): 274.9807AlogP: 2.18#Rotatable Bonds: 1
Polar Surface Area: 67.35Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 10.58CX Basic pKa: 1.42CX LogP: 1.32CX LogD: 1.32
Aromatic Rings: 3Heavy Atoms: 16QED Weighted: 0.74Np Likeness Score: -1.54

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