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

ID: ALA4080283

PubChem CID: 60034150

Max Phase: Preclinical

Molecular Formula: C19H24ClN7

Molecular Weight: 385.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cnc2c(Nc3cccc(Cl)c3)nc(N[C@H]3CCCC[C@@H]3N)nc21

Standard InChI:  InChI=1S/C19H24ClN7/c1-2-27-11-22-16-17(23-13-7-5-6-12(20)10-13)25-19(26-18(16)27)24-15-9-4-3-8-14(15)21/h5-7,10-11,14-15H,2-4,8-9,21H2,1H3,(H2,23,24,25,26)/t14-,15-/m0/s1

Standard InChI Key:  UTBSBSOBZHXMHI-GJZGRUSLSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.1967   -3.5081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1956   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9036   -4.7366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9019   -3.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6105   -3.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6107   -4.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3937   -4.5819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8774   -3.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3933   -3.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6464   -5.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0998   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8994   -2.2821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1905   -1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1914   -1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4833   -0.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7758   -1.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7809   -1.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4896   -2.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0759   -2.2981    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.4876   -4.7357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7802   -4.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7802   -3.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0769   -3.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3665   -3.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3639   -4.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0717   -4.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0682   -5.5496    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4080283

   2-N-[(1S,2S)-2-aminocyclohexyl]-6-N-(3-chlorophenyl)-9-ethylpurine-2,6-diamine

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: 385.90

Molecular Weight (Monoisotopic): 385.1782

AlogP: 3.93

#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: 3.69

CX LogD: 1.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.21

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