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

ID: ALA4104505

PubChem CID: 134397450

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-/m1/s1

Standard InChI Key:  JPJBCKSRGYPABG-HZPDHXFCSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   34.3445   -4.1843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8288   -4.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3445   -5.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5673   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8623   -5.6648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1532   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1532   -4.4390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8623   -4.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5673   -4.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4483   -5.6648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8623   -3.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5992   -6.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3907   -6.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0208   -6.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1532   -2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4483   -3.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7392   -2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7392   -1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4483   -1.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1532   -1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0301   -3.2132    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7392   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0301   -5.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3210   -5.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3210   -4.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0301   -4.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7392   -4.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0301   -6.4820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
  6 10  1  0
  8 11  1  0
 12 13  1  0
 12 14  1  0
  3 12  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 17 21  1  0
 11 15  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 22 27  1  0
 23 28  1  6
 22 10  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4104505

   ---

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