N6-(3-amino-5-chlorophenyl)-N2-(2-aminocyclohexyl)-9-isopropyl-9H-purine-2,6-diamine

ID: ALA5276465

Max Phase: Preclinical

Molecular Formula: C20H27ClN8

Molecular Weight: 414.95

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(Nc3cc(N)cc(Cl)c3)nc(NC3CCCCC3N)nc21

Standard InChI:  InChI=1S/C20H27ClN8/c1-11(2)29-10-24-17-18(25-14-8-12(21)7-13(22)9-14)27-20(28-19(17)29)26-16-6-4-3-5-15(16)23/h7-11,15-16H,3-6,22-23H2,1-2H3,(H2,25,26,27,28)

Standard InChI Key:  ZYDSDRZMIWGATN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   18.8683  -23.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8671  -24.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5752  -24.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2848  -24.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2820  -23.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5734  -22.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9882  -22.9824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9851  -22.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9805  -20.5355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2720  -20.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2782  -21.7662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6903  -20.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6974  -21.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4758  -22.0037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9497  -21.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4642  -20.6834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7098  -19.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5077  -19.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1577  -19.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5613  -20.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5554  -19.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2599  -19.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2559  -18.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5470  -18.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8405  -18.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8429  -19.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1384  -19.7456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5750  -25.4429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1605  -22.9888    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8 13  2  0
 12  9  2  0
  9 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 10 20  1  0
 20 21  1  0
 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  0
  3 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5276465

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.95

Molecular Weight (Monoisotopic): 414.2047

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 119.70

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.91

CX LogP: 3.28

CX LogD: 0.88

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.92

References

1. Qin Z, Qin L, Feng X, Li Z, Bian J..  (2021)  Development of Cdc2-like Kinase 2 Inhibitors: Achievements and Future Directions.,  64  (18.0): [PMID:34519506] [10.1021/acs.jmedchem.1c00985]

Source

Source(1):

• Scientific Literature