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

ID: ALA4533292

PubChem CID: 118893324

Max Phase: Preclinical

Molecular Formula: C25H25Cl2N7O3

Molecular Weight: 542.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(-c2ccc3c(NC(=O)c4ccc(N5CCN(C)CC5)nc4)n[nH]c3n2)c1Cl

Standard InChI:  InChI=1S/C25H25Cl2N7O3/c1-33-8-10-34(11-9-33)19-7-4-14(13-28-19)25(35)30-24-15-5-6-16(29-23(15)31-32-24)20-21(26)17(36-2)12-18(37-3)22(20)27/h4-7,12-13H,8-11H2,1-3H3,(H2,29,30,31,32,35)

Standard InChI Key:  ITECWNTVEPMLLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   14.7669   -5.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0646   -6.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5545   -6.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8563   -7.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6642   -7.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1743   -7.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8725   -6.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3061   -4.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9621   -5.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9660   -8.5491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4558   -9.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7577   -9.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5655  -10.0684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0715   -9.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7738   -8.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8632  -10.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9164   -3.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9239   -4.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2206   -4.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5099   -4.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5024   -3.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2057   -3.1059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1795   -3.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6900   -3.2470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7046   -4.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7917   -3.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0843   -3.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3736   -3.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3662   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0694   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7842   -2.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0619   -1.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3512   -0.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6704   -3.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9597   -3.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4875   -1.8862    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.0918   -4.3494    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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 15  1  0
 13 16  1  0
  5 10  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 23 24  1  0
 23 25  2  0
 17 24  1  0
 18 25  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 26 31  2  0
 32 33  1  0
 30 32  1  0
 34 35  1  0
 28 34  1  0
 31 36  1  0
 27 37  1  0
 21 26  1  0
  9 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533292

   ---

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: 542.43

Molecular Weight (Monoisotopic): 541.1396

AlogP: 4.35

#Rotatable Bonds: 6

Polar Surface Area: 108.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.60

CX Basic pKa: 7.31

CX LogP: 4.39

CX LogD: 4.05

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.37

Np Likeness Score: -1.43

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