N-(3-(5-(3,4-dimethoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)acetamide

ID: ALA4871570

PubChem CID: 164622021

Max Phase: Preclinical

Molecular Formula: C22H20N4O3

Molecular Weight: 388.43

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnc3[nH]nc(-c4cccc(NC(C)=O)c4)c3c2)cc1OC

Standard InChI:  InChI=1S/C22H20N4O3/c1-13(27)24-17-6-4-5-15(9-17)21-18-10-16(12-23-22(18)26-25-21)14-7-8-19(28-2)20(11-14)29-3/h4-12H,1-3H3,(H,24,27)(H,23,25,26)

Standard InChI Key:  JOCUCEXJBMSIMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   29.8467  -13.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8456  -14.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5536  -14.4975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5518  -12.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2604  -13.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2607  -14.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0437  -14.3428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5274  -13.6766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0432  -13.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2953  -12.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0959  -12.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3483  -11.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8011  -10.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9982  -10.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7496  -11.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1410  -12.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1421  -12.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4351  -11.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7265  -12.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7294  -12.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4369  -13.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0232  -13.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3140  -12.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0182  -11.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0169  -10.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1477  -11.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6944  -11.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4938  -11.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4417  -12.5043    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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 12 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

  1. Parent:

    ALA4871570

    ---

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: 388.43Molecular Weight (Monoisotopic): 388.1535AlogP: 4.27#Rotatable Bonds: 5
Polar Surface Area: 89.13Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.13CX Basic pKa: 1.82CX LogP: 3.05CX LogD: 3.05
Aromatic Rings: 4Heavy Atoms: 29QED Weighted: 0.53Np Likeness Score: -1.19

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