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

ID: ALA4559114

PubChem CID: 155558020

Max Phase: Preclinical

Molecular Formula: C26H28Cl2N6O3

Molecular Weight: 543.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(-c2ccc3c(NC(=O)c4ccc(N(C)CCN(C)C)cc4)n[nH]c3n2)c1Cl

Standard InChI:  InChI=1S/C26H28Cl2N6O3/c1-33(2)12-13-34(3)16-8-6-15(7-9-16)26(35)30-25-17-10-11-18(29-24(17)31-32-25)21-22(27)19(36-4)14-20(37-5)23(21)28/h6-11,14H,12-13H2,1-5H3,(H2,29,30,31,32,35)

Standard InChI Key:  QDEDWEJYDNVFOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.8811  -28.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6588  -27.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2284  -26.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0203  -26.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2426  -27.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730  -28.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750  -29.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0494  -27.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396  -26.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395  -26.2878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5979  -25.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3118  -25.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881  -24.2755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8742  -23.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078  -26.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092  -26.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158  -25.0696    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6355  -27.5438    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    8.3673  -25.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9518  -25.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7441  -26.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3137  -25.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9667  -26.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 21 27  1  0
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 14 19  1  0
  9 18  1  0
  5 31  1  0
 31 32  1  0
 31 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559114

   ---

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: 543.46

Molecular Weight (Monoisotopic): 542.1600

AlogP: 5.20

#Rotatable Bonds: 9

Polar Surface Area: 95.61

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.60

CX Basic pKa: 11.42

CX LogP: 5.06

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.10

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