1-(4-(3-(4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)urea

ID: ALA4872950

PubChem CID: 164619498

Max Phase: Preclinical

Molecular Formula: C19H15N5O2

Molecular Weight: 345.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)Nc1ccc(-c2cnc3[nH]nc(-c4ccc(O)cc4)c3c2)cc1

Standard InChI:  InChI=1S/C19H15N5O2/c20-19(26)22-14-5-1-11(2-6-14)13-9-16-17(23-24-18(16)21-10-13)12-3-7-15(25)8-4-12/h1-10,25H,(H3,20,22,26)(H,21,23,24)

Standard InChI Key:  JTMAMGUAICBCGY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   18.5587   -4.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5576   -5.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2656   -5.6611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2638   -4.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9725   -4.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9727   -5.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7557   -5.5064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2394   -4.8402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7553   -4.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0073   -3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8080   -3.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0603   -2.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5131   -1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7102   -2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4616   -2.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8530   -4.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8541   -3.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1472   -2.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4386   -3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4414   -4.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1489   -4.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7643   -1.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7302   -2.7990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0232   -3.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3148   -2.8013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0244   -4.0259    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
 13 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872950

   ---

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: 345.36

Molecular Weight (Monoisotopic): 345.1226

AlogP: 3.49

#Rotatable Bonds: 3

Polar Surface Area: 116.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.27

CX Basic pKa: 1.91

CX LogP: 2.73

CX LogD: 2.72

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: -1.08

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