N-(6-(2,6-Dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)benzamide

ID: ALA4535664

PubChem CID: 155547644

Max Phase: Preclinical

Molecular Formula: C21H16Cl2N4O3

Molecular Weight: 443.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(-c2ccc3c(NC(=O)c4ccccc4)n[nH]c3n2)c1Cl

Standard InChI:  InChI=1S/C21H16Cl2N4O3/c1-29-14-10-15(30-2)18(23)16(17(14)22)13-9-8-12-19(24-13)26-27-20(12)25-21(28)11-6-4-3-5-7-11/h3-10H,1-2H3,(H2,24,25,26,27,28)

Standard InChI Key:  QOXHLMBFXQEXNL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    7.6321  -22.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2018  -22.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9795  -21.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5491  -20.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3410  -21.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5633  -21.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9937  -22.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957  -23.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8301  -22.7121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7741  -20.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880  -21.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0840  -22.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701  -21.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603  -20.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0602  -20.4808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0362  -21.2668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5498  -20.6142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5666  -21.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464  -20.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423  -20.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2326  -20.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187  -19.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186  -19.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325  -19.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9088  -18.4685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949  -18.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5285  -20.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146  -20.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3366  -19.2626    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9563  -21.7368    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 16 17  1  0
 16 18  2  0
 10 17  1  0
 11 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 25 26  1  0
 23 25  1  0
 27 28  1  0
 21 27  1  0
 24 29  1  0
 20 30  1  0
 14 19  1  0
  9 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535664

   ---

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: 443.29

Molecular Weight (Monoisotopic): 442.0599

AlogP: 5.20

#Rotatable Bonds: 5

Polar Surface Area: 89.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.60

CX Basic pKa: 0.85

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -0.88

References

1. Zhao B, Li Y, Xu P, Dai Y, Luo C, Sun Y, Ai J, Geng M, Duan W..  (2016)  Discovery of Substituted 1H-Pyrazolo[3,4-b]pyridine Derivatives as Potent and Selective FGFR Kinase Inhibitors.,  7  (6): [PMID:27326339] [10.1021/acsmedchemlett.6b00066]

Source

Source(1):

• Scientific Literature