7-(4-amino-3-(6-aminopyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-N-hydroxyheptanamide

ID: ALA4872747

PubChem CID: 164623945

Max Phase: Preclinical

Molecular Formula: C17H22N8O2

Molecular Weight: 370.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2nn(CCCCCCC(=O)NO)c3ncnc(N)c23)cn1

Standard InChI:  InChI=1S/C17H22N8O2/c18-12-7-6-11(9-20-12)15-14-16(19)21-10-22-17(14)25(23-15)8-4-2-1-3-5-13(26)24-27/h6-7,9-10,27H,1-5,8H2,(H2,18,20)(H,24,26)(H2,19,21,22)

Standard InChI Key:  WSKBYVJBUBMTNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    1.2368  -16.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2356  -17.4398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437  -17.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419  -16.2115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505  -16.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6553  -17.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4353  -17.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9127  -17.0186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276  -16.3593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447  -18.6660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755  -15.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4738  -15.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7218  -14.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5201  -14.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7681  -13.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6910  -18.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460  -19.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025  -19.8404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4883  -18.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477  -19.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2064  -20.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664  -13.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8144  -12.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2640  -12.1168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6127  -12.5462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8607  -11.7676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658  -20.7806    0.0000 N   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  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  2  0
 17 18  1  0
 18 21  2  0
 20 19  2  0
 19 16  1  0
  7 16  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872747

   ---

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: 370.42

Molecular Weight (Monoisotopic): 370.1866

AlogP: 1.51

#Rotatable Bonds: 8

Polar Surface Area: 157.86

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.91

CX Basic pKa: 6.77

CX LogP: 0.74

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.26

Np Likeness Score: -0.56

References

1. Zhang M, Wei W, Peng C, Ma X, He X, Zhang H, Zhou M..  (2021)  Discovery of novel pyrazolopyrimidine derivatives as potent mTOR/HDAC bi-functional inhibitors via pharmacophore-merging strategy.,  49  [PMID:34314844] [10.1016/j.bmcl.2021.128286]

Source

Source(1):

• Scientific Literature