5-(3,4-dimethoxyphenyl)-3-(2-methoxypyrimidin-5-yl)-1H-pyrazolo[3,4-b]pyridine

ID: ALA4867616

PubChem CID: 164624607

Max Phase: Preclinical

Molecular Formula: C19H17N5O3

Molecular Weight: 363.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(-c2n[nH]c3ncc(-c4ccc(OC)c(OC)c4)cc23)cn1

Standard InChI:  InChI=1S/C19H17N5O3/c1-25-15-5-4-11(7-16(15)26-2)12-6-14-17(23-24-18(14)20-8-12)13-9-21-19(27-3)22-10-13/h4-10H,1-3H3,(H,20,23,24)

Standard InChI Key:  CROVEFPUGGIVBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.9631  -14.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6711  -14.8483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6694  -13.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3780  -13.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3782  -14.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1612  -14.6936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6449  -14.0274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1608  -13.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4129  -12.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2135  -12.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4659  -11.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9186  -11.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1157  -11.2059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8671  -11.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2585  -13.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2597  -12.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5527  -11.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8441  -12.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8469  -13.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5545  -13.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1407  -13.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4315  -13.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1357  -11.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1345  -11.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1698  -10.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.9689  -10.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
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  8  9  2  0
  9  5  1  0
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 20 21  2  0
 21 16  1  0
  1 16  1  0
 20 22  1  0
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 19 24  1  0
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 13 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867616

   ---

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: 363.38

Molecular Weight (Monoisotopic): 363.1331

AlogP: 3.11

#Rotatable Bonds: 5

Polar Surface Area: 95.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.88

CX Basic pKa: 1.57

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.74

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