US9303033, G39, Table 43A, Compound 10

ID: ALA3987166

PubChem CID: 137316447

Max Phase: Preclinical

Molecular Formula: C20H15FN8O2S

Molecular Weight: 450.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/c2cnn3c(NC4CC4)cc(Nc4nc5ccc(F)cc5s4)nc23)N1

Standard InChI:  InChI=1S/C20H15FN8O2S/c21-10-1-4-12-14(6-10)32-20(25-12)27-15-7-16(23-11-2-3-11)29-17(26-15)9(8-22-29)5-13-18(30)28-19(31)24-13/h1,4-8,11,23H,2-3H2,(H,25,26,27)(H2,24,28,30,31)/b13-5-

Standard InChI Key:  FZUPJVFBVSZGJC-ACAGNQJTSA-N

Molfile:  

     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 F   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 C   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
   -1.2990    0.7500    0.0000 C   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
   -5.1047   -0.0031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533   -1.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0987   -2.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5996   -2.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3526   -1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6059   -0.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3069    0.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3442   -3.9074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8028   -5.3347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5862   -6.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3757   -5.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -5.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6347   -7.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6428   -8.3478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925   -9.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804  -10.7431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254   -9.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2689   -7.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333   -7.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8442   -3.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0987   -2.6005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 S   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 C   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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 13  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 21  1  0
 26 27  2  0
 19 28  2  0
 28 16  1  0
 28 29  1  0
 29  9  2  0
  7 30  1  0
 30 31  1  0
 31  5  1  0
 31 32  2  0
 32  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3987166

   ---

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: 450.46

Molecular Weight (Monoisotopic): 450.1023

AlogP: 2.98

#Rotatable Bonds: 5

Polar Surface Area: 125.34

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.21

CX Basic pKa: 1.41

CX LogP: 2.39

CX LogD: 1.96

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -1.88

References

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

Source

Source(1):

• BindingDB Database