5-(4-amino-3-(6-aminopyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-N-hydroxypentanamide

ID: ALA4865737

PubChem CID: 164623250

Max Phase: Preclinical

Molecular Formula: C15H18N8O2

Molecular Weight: 342.36

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18N8O2/c16-10-5-4-9(7-18-10)13-12-14(17)19-8-20-15(12)23(21-13)6-2-1-3-11(24)22-25/h4-5,7-8,25H,1-3,6H2,(H2,16,18)(H,22,24)(H2,17,19,20)

Standard InChI Key:  WRIUYJHVDGONEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    8.5213   -5.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5202   -6.6967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2282   -7.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2264   -5.4683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9350   -5.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9398   -6.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7199   -6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1972   -6.2755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7121   -5.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2293   -7.9228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9601   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7584   -4.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0064   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8047   -3.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0526   -2.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8510   -2.7563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5023   -2.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0989   -1.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9756   -7.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4306   -8.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6871   -9.0972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7729   -7.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0323   -8.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4910   -9.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7504  -10.0374    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
 15 16  1  0
 15 17  2  0
 16 18  1  0
 19 20  2  0
 20 21  1  0
 21 24  2  0
 23 22  2  0
 22 19  1  0
  7 19  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865737

   ---

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: 342.36

Molecular Weight (Monoisotopic): 342.1553

AlogP: 0.73

#Rotatable Bonds: 6

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: -0.15

CX LogD: -0.17

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.29

Np Likeness Score: -0.65

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