N2-((1R,2S)-2-aminocyclohexyl)-N6-(3-chlorophenyl)-9-isopropyl-9H-purine-2,6-diamine

ID: ALA4066861

PubChem CID: 134397453

Max Phase: Preclinical

Molecular Formula: C20H26ClN7

Molecular Weight: 399.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(Nc3cccc(Cl)c3)nc(N[C@@H]3CCCC[C@@H]3N)nc21

Standard InChI:  InChI=1S/C20H26ClN7/c1-12(2)28-11-23-17-18(24-14-7-5-6-13(21)10-14)26-20(27-19(17)28)25-16-9-4-3-8-15(16)22/h5-7,10-12,15-16H,3-4,8-9,22H2,1-2H3,(H2,24,25,26,27)/t15-,16+/m0/s1

Standard InChI Key:  JPJBCKSRGYPABG-JKSUJKDBSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   11.2817   -9.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2805  -10.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9953  -11.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9935   -9.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7088   -9.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7091  -10.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4996  -11.0546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9879  -10.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4992   -9.7100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7547  -11.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2029  -12.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9911   -8.7329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2754   -8.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2763   -7.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -7.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8472   -7.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8524   -8.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5677   -8.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1406   -8.7490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5657  -11.2099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8517  -10.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8517   -9.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1416   -9.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4245   -9.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4218  -10.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1364  -11.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1329  -12.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5617  -12.0104    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  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
  2 20  1  0
 21 20  1  1
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 10 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066861

   ---

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: 399.93

Molecular Weight (Monoisotopic): 399.1938

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 93.68

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.91

CX LogP: 4.11

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.09

References

1. Shi Y, Park J, Lagisetti C, Zhou W, Sambucetti LC, Webb TR..  (2017)  A triple exon-skipping luciferase reporter assay identifies a new CLK inhibitor pharmacophore.,  27  (3): [PMID:28049589] [10.1016/j.bmcl.2016.12.056]

Source

Source(1):

• Scientific Literature