N-(3-(benzyloxy)phenyl)-3-(4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-5-amine

ID: ALA4874497

PubChem CID: 164628145

Max Phase: Preclinical

Molecular Formula: C26H22N4O2

Molecular Weight: 422.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]c3ncc(Nc4cccc(OCc5ccccc5)c4)cc23)cc1

Standard InChI:  InChI=1S/C26H22N4O2/c1-31-22-12-10-19(11-13-22)25-24-15-21(16-27-26(24)30-29-25)28-20-8-5-9-23(14-20)32-17-18-6-3-2-4-7-18/h2-16,28H,17H2,1H3,(H,27,29,30)

Standard InChI Key:  ABMAOGVUUQCYHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.9375   -4.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9364   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6444   -5.8179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6426   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3512   -4.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3515   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1345   -5.6632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6182   -4.9970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1340   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3861   -3.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1867   -3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.8919   -2.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0890   -2.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8404   -2.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2297   -4.1810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5221   -4.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1431   -1.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9422   -1.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8144   -4.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1073   -4.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1070   -5.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8198   -5.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5240   -5.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3997   -4.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6918   -4.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9842   -4.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9893   -3.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2825   -2.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5738   -3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5762   -4.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2835   -4.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  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
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  9 10  1  0
  1 16  1  0
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 13 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
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 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874497

   ---

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: 422.49

Molecular Weight (Monoisotopic): 422.1743

AlogP: 5.96

#Rotatable Bonds: 7

Polar Surface Area: 72.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 1.84

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -1.28

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