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

ID: ALA4871779

PubChem CID: 164622959

Max Phase: Preclinical

Molecular Formula: C19H19N7O2

Molecular Weight: 377.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1cnc3ccccc3c1)nn2CCCCC(=O)NO

Standard InChI:  InChI=1S/C19H19N7O2/c20-18-16-17(13-9-12-5-1-2-6-14(12)21-10-13)24-26(19(16)23-11-22-18)8-4-3-7-15(27)25-28/h1-2,5-6,9-11,28H,3-4,7-8H2,(H,25,27)(H2,20,22,23)

Standard InChI Key:  MKBMAPVXDDOMBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.9076   -5.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9065   -6.3789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6145   -6.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6127   -5.1505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3213   -5.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3261   -6.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1062   -6.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5835   -5.9577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0984   -5.2983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6156   -7.6050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3464   -4.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1447   -4.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3927   -3.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1910   -3.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4390   -2.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2373   -2.4385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8886   -2.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4852   -1.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3619   -7.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8169   -8.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0734   -8.7794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1592   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4173   -8.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8773   -8.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1424   -9.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9471   -9.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4862   -9.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2182   -8.4825    0.0000 C   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
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871779

   ---

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: 377.41

Molecular Weight (Monoisotopic): 377.1600

AlogP: 2.30

#Rotatable Bonds: 6

Polar Surface Area: 131.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: 3.94

CX LogP: 1.46

CX LogD: 1.44

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.27

Np Likeness Score: -1.02

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