US9359371, 18

ID: ALA3940516

PubChem CID: 73214617

Max Phase: Preclinical

Molecular Formula: C26H31ClN8O2

Molecular Weight: 523.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCC4(CCN(C)C4)C3)ncc2C(=O)NCc2ncccn2)cc1Cl

Standard InChI:  InChI=1S/C26H31ClN8O2/c1-34-10-6-26(16-34)7-11-35(17-26)25-32-14-19(24(36)31-15-22-28-8-3-9-29-22)23(33-25)30-13-18-4-5-21(37-2)20(27)12-18/h3-5,8-9,12,14H,6-7,10-11,13,15-17H2,1-2H3,(H,31,36)(H,30,32,33)

Standard InChI Key:  XMOXWHBNBWOGDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
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   -2.5906  -11.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920   -9.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704   -8.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -7.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011   -6.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6026   -5.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -5.1737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711   -3.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3618   -0.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403   -2.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -4.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319   -5.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7195   -3.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2467   -3.7703    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
    0.4513    1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7521    2.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4219    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3925    1.4291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5342    1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740    0.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -8.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1646  -10.3287    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
 10 11  1  0
 11 12  2  0
 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 32  1  0
 31 33  1  0
 33 28  1  0
 28 34  1  0
 34 25  1  0
  6 35  1  0
 35 36  2  0
 36  3  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3940516

   4-((3-chloro-4-methoxybenzyl)amino)-2-(7-methyl-2,7-diazaspiro[4.4]nonan-2-yl)-N-(pyrimidin-2-ylmethyl)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: 523.04

Molecular Weight (Monoisotopic): 522.2258

AlogP: 3.00

#Rotatable Bonds: 8

Polar Surface Area: 108.40

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.74

CX Basic pKa: 8.87

CX LogP: 3.19

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.46

Np Likeness Score: -1.38

References

1.  (2016)  Bicyclic substituted pyrimidine compounds, 

Source

Source(1):

• BindingDB Database