US9359371, 14

ID: ALA3945848

PubChem CID: 73214546

Max Phase: Preclinical

Molecular Formula: C26H30ClN7O2

Molecular Weight: 508.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCC4(CCC4)CC3)ncc2C(=O)NCc2ncccn2)cc1Cl

Standard InChI:  InChI=1S/C26H30ClN7O2/c1-36-21-5-4-18(14-20(21)27)15-30-23-19(24(35)31-17-22-28-10-3-11-29-22)16-32-25(33-23)34-12-8-26(9-13-34)6-2-7-26/h3-5,10-11,14,16H,2,6-9,12-13,15,17H2,1H3,(H,31,35)(H,30,32,33)

Standard InChI Key:  QMKYSIPXVNLFRI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    6.1779  -10.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7755   -9.0801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0230   -7.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230   -7.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -6.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -5.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082   -2.5891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7556   -1.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556   -1.2961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5007    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    1.3019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    1.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    0.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0015    0.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6072   -1.0160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7453    1.3235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2461    1.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9898    2.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4898    2.6467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2304    3.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4711    5.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9711    5.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2305    3.9295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691   -1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1391    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606   -1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535   -1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0134   -5.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7682   -6.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9682   -6.4754    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 28  1  0
 28 32  1  0
 32 33  1  0
 33 25  1  0
  6 34  1  0
 34 35  2  0
 35  3  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3945848

   4-((3-chloro-4-methoxybenzyl)amino)-N-(pyrimidin-2-ylmethyl)-2-(7-azaspiro[3.5]nonan-7-yl)pyrimidine-5-formamide

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: 508.03

Molecular Weight (Monoisotopic): 507.2150

AlogP: 4.24

#Rotatable Bonds: 8

Polar Surface Area: 105.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.74

CX Basic pKa: 5.61

CX LogP: 4.45

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.47

Np Likeness Score: -1.34

References

1.  (2016)  Bicyclic substituted pyrimidine compounds, 

Source

Source(1):

• BindingDB Database