3-(2-(((1r,4r)-4-aminocyclohexyl)amino)-6-((2-(morpholinomethyl)phenyl)amino)-9H-purin-9-yl)propan-1-ol

ID: ALA4555892

PubChem CID: 155557135

Max Phase: Preclinical

Molecular Formula: C25H36N8O2

Molecular Weight: 480.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@H]1CC[C@H](Nc2nc(Nc3ccccc3CN3CCOCC3)c3ncn(CCCO)c3n2)CC1

Standard InChI:  InChI=1S/C25H36N8O2/c26-19-6-8-20(9-7-19)28-25-30-23(22-24(31-25)33(17-27-22)10-3-13-34)29-21-5-2-1-4-18(21)16-32-11-14-35-15-12-32/h1-2,4-5,17,19-20,34H,3,6-16,26H2,(H2,28,29,30,31)/t19-,20-

Standard InChI Key:  MGAMZJJELGBKHX-MXVIHJGJSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   14.0085  -23.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0074  -24.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7178  -25.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7160  -23.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4312  -23.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4314  -24.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2169  -24.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7037  -24.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2165  -23.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2928  -25.1435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7136  -22.6690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4266  -22.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1399  -22.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8525  -22.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8505  -21.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1300  -21.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4204  -21.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5789  -24.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5834  -23.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8736  -23.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1565  -23.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1539  -24.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8683  -25.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4442  -23.4872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7033  -21.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6973  -20.2037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4102  -19.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4062  -18.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6908  -18.5618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9819  -18.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9842  -19.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2090  -25.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9192  -26.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6374  -25.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3476  -26.2391    0.0000 O   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
  2 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 10  1  6
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  1
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  7 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555892

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 480.62

Molecular Weight (Monoisotopic): 480.2961

AlogP: 2.47

#Rotatable Bonds: 9

Polar Surface Area: 126.38

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.75

CX Basic pKa: 10.45

CX LogP: 1.51

CX LogD: -1.28

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -1.39

References

1. Řezníčková E, Gucký T, Kováčová V, Ajani H, Jorda R, Kryštof V..  (2019)  Activity of 2,6,9-trisubstituted purines as potent PDGFRα kinase inhibitors with antileukaemic activity.,  182  [PMID:31514019] [10.1016/j.ejmech.2019.111663]

Source

Source(1):

• Scientific Literature