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

ID: ALA4088144

Cas Number: 2086809-58-5

PubChem CID: 134397451

Product Number: S412911, Order Now?

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-HOTGVXAUSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    3.9401   -9.7248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390  -10.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538  -10.9650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6520   -9.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -9.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3676  -10.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581  -10.8088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6464  -10.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1577   -9.4642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4132  -11.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8614  -12.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495   -8.4871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -8.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -7.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199   -6.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -7.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108   -8.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263   -8.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991   -8.5032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2243  -10.9641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101  -10.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101   -9.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001   -9.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829   -9.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803  -10.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949  -10.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913  -11.7857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2202  -11.7646    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  6
 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:

   

   ALA4088144

   SRI-29329

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]

2.  (2022)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomis Library 2 (Incucyte),  [10.6019/CHEMBL5058564]

3. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

4. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library