4-((9-(3-hydroxypropyl)-6-((4-(morpholinomethyl)phenyl)amino)-9H-purin-2-yl)amino)butan-1-ol

ID: ALA4525165

PubChem CID: 155512081

Max Phase: Preclinical

Molecular Formula: C23H33N7O3

Molecular Weight: 455.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCCCNc1nc(Nc2ccc(CN3CCOCC3)cc2)c2ncn(CCCO)c2n1

Standard InChI:  InChI=1S/C23H33N7O3/c31-12-2-1-8-24-23-27-21(20-22(28-23)30(17-25-20)9-3-13-32)26-19-6-4-18(5-7-19)16-29-10-14-33-15-11-29/h4-7,17,31-32H,1-3,8-16H2,(H2,24,26,27,28)

Standard InChI Key:  JFBMYNINNITHEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   19.0899  -29.8828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0888  -30.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8036  -31.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8019  -29.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5172  -29.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5174  -30.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3036  -30.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7891  -30.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3032  -29.6237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3741  -31.1222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7993  -28.6452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5126  -28.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2261  -28.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9389  -28.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9368  -27.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2161  -26.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5063  -27.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2956  -31.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0060  -32.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7244  -31.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4348  -32.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6496  -26.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3658  -27.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3634  -28.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0756  -28.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7907  -28.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7891  -27.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0724  -26.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6599  -30.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9452  -31.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2310  -30.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5162  -31.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8021  -30.7068    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
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 10 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525165

   ---

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: 455.56

Molecular Weight (Monoisotopic): 455.2645

AlogP: 1.97

#Rotatable Bonds: 12

Polar Surface Area: 120.59

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.98

CX LogP: 1.09

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -1.37

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