5-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridine

ID: ALA4874455

PubChem CID: 164627590

Max Phase: Preclinical

Molecular Formula: C21H19N3O3

Molecular Weight: 361.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]c3ncc(-c4ccc(OC)c(OC)c4)cc23)cc1

Standard InChI:  InChI=1S/C21H19N3O3/c1-25-16-7-4-13(5-8-16)20-17-10-15(12-22-21(17)24-23-20)14-6-9-18(26-2)19(11-14)27-3/h4-12H,1-3H3,(H,22,23,24)

Standard InChI Key:  XJAODSOFFLOIKC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.3949  -14.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1030  -14.7410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1012  -13.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8098  -13.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8100  -14.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5930  -14.5863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0767  -13.9201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5926  -13.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8447  -12.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6453  -12.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8977  -11.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3504  -10.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5476  -11.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2989  -11.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6903  -13.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6915  -12.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9845  -11.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2759  -12.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2787  -13.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9863  -13.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6017  -10.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4007   -9.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5726  -13.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8633  -13.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5676  -11.8789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5663  -11.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
  5  4  2  0
  4  1  1  0
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 20 21  2  0
 21 16  1  0
  1 16  1  0
 13 22  1  0
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 20 24  1  0
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 19 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874455

   ---

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: 361.40

Molecular Weight (Monoisotopic): 361.1426

AlogP: 4.32

#Rotatable Bonds: 5

Polar Surface Area: 69.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.85

CX Basic pKa: 1.91

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -0.73

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