N-(3-(Dimethylamino)propyl)-6-o-tolyl-1H-pyrazolo[3,4-b]-pyridine-4-carboxamide

ID: ALA4762323

PubChem CID: 162660246

Max Phase: Preclinical

Molecular Formula: C19H23N5O

Molecular Weight: 337.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1cc(C(=O)NCCCN(C)C)c2cn[nH]c2n1

Standard InChI:  InChI=1S/C19H23N5O/c1-13-7-4-5-8-14(13)17-11-15(16-12-21-23-18(16)22-17)19(25)20-9-6-10-24(2)3/h4-5,7-8,11-12H,6,9-10H2,1-3H3,(H,20,25)(H,21,22,23)

Standard InChI Key:  VSNYQXWGDVPYHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.7490   -5.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4559   -6.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4541   -5.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -6.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -6.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6265   -6.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254   -7.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378   -7.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424   -7.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -5.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517   -4.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -3.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428   -3.8401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -5.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1630   -6.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -6.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4227   -5.8780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9412   -5.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557   -3.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8622   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8598   -1.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663   -1.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5638   -0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752   -1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 16  2  0
 15  4  2  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2  5  1  0
  6 11  1  0
  4 12  1  0
 12 13  1  0
 12 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762323

   ---

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: 337.43

Molecular Weight (Monoisotopic): 337.1903

AlogP: 2.61

#Rotatable Bonds: 6

Polar Surface Area: 73.91

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.02

CX Basic pKa: 9.21

CX LogP: 1.74

CX LogD: 0.25

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.75

References

1. Cowen SD,Russell D,Dakin LA,Chen H,Larsen NA,Godin R,Throner S,Zheng X,Molina A,Wu J,Cheung T,Howard T,Garcia-Arenas R,Keen N,Pendleton CS,Pietenpol JA,Ferguson AD.  (2016)  Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors.,  59  (24): [PMID:28002961] [10.1021/acs.jmedchem.6b01303]

Source

Source(1):

• Scientific Literature