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

ID: ALA4875657

PubChem CID: 164627223

Max Phase: Preclinical

Molecular Formula: C21H14F6N4O

Molecular Weight: 452.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]c3ncc(Nc4cc(C(F)(F)F)cc(C(F)(F)F)c4)cc23)cc1

Standard InChI:  InChI=1S/C21H14F6N4O/c1-32-16-4-2-11(3-5-16)18-17-9-15(10-28-19(17)31-30-18)29-14-7-12(20(22,23)24)6-13(8-14)21(25,26)27/h2-10,29H,1H3,(H,28,30,31)

Standard InChI Key:  ZMJQNEYGXPJOBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   41.7703   -4.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7691   -4.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4772   -5.3309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4754   -3.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1840   -4.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1842   -4.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9672   -5.1762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.4509   -4.5100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9668   -3.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2189   -3.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0195   -2.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2719   -2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7246   -1.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9218   -1.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6731   -2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0625   -3.6940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3548   -4.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9759   -0.7373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7749   -0.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6472   -3.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9400   -4.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9398   -4.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6526   -5.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3568   -4.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6556   -6.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9495   -6.5555    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.3649   -6.5501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.6503   -6.9585    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.2324   -3.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2326   -2.8747    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5246   -4.1003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5206   -3.2811    0.0000 F   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
  1 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 17  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 21 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875657

   ---

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: 452.36

Molecular Weight (Monoisotopic): 452.1072

AlogP: 6.41

#Rotatable Bonds: 4

Polar Surface Area: 62.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 1.84

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -1.26

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