US9303033, T37, Table 41A, Compound 32

ID: ALA3985878

PubChem CID: 137316506

Max Phase: Preclinical

Molecular Formula: C24H25F2N9O4S

Molecular Weight: 573.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/c2cnn3c(NC4CC4)nc(N[C@H]4CC[C@H](NS(=O)(=O)c5ccc(F)cc5F)CC4)nc23)N1

Standard InChI:  InChI=1S/C24H25F2N9O4S/c25-13-1-8-19(17(26)10-13)40(38,39)34-16-6-4-14(5-7-16)28-22-31-20-12(9-18-21(36)32-24(37)30-18)11-27-35(20)23(33-22)29-15-2-3-15/h1,8-11,14-16,34H,2-7H2,(H2,28,29,31,33)(H2,30,32,36,37)/b18-9-/t14-,16-

Standard InChI Key:  QGKOTRPSRKVCJE-CEJLKXFESA-N

Molfile:  

     RDKit          2D

 40 45  0  0  1  0  0  0  0  0999 V2000
    3.8729  -13.9587    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746  -12.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1747  -12.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1768  -10.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788   -9.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787  -10.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -9.9054    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766  -12.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8809   -8.2579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9211   -7.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8831   -7.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826   -7.5048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8864   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792    5.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7246    3.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904   -2.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6588   -2.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7489   -1.9360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0504   -2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1450   -2.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7433   -4.1499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2521   -4.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6493   -5.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  2  1  0
  5  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 13 12  1  6
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
 16 19  1  1
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 24  1  0
 22 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 32  1  0
 37 38  2  0
 30 39  2  0
 39 27  1  0
 39 40  1  0
 40 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985878

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 573.59

Molecular Weight (Monoisotopic): 573.1718

AlogP: 1.86

#Rotatable Bonds: 8

Polar Surface Area: 171.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.20

CX Basic pKa: 2.27

CX LogP: 1.46

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -1.48

References

1.  (2016)  Pyrazolopyrimidines and related heterocycles as CK2 inhibitors, 

Source

Source(1):

• BindingDB Database