9-((3-mesityl-4,5-dihydroisoxazol-5-yl)methyl)-9H-purin-6-amine

ID: ALA1078421

PubChem CID: 46882838

Max Phase: Preclinical

Molecular Formula: C18H20N6O

Molecular Weight: 336.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(C2=NOC(Cn3cnc4c(N)ncnc43)C2)c(C)c1

Standard InChI:  InChI=1S/C18H20N6O/c1-10-4-11(2)15(12(3)5-10)14-6-13(25-23-14)7-24-9-22-16-17(19)20-8-21-18(16)24/h4-5,8-9,13H,6-7H2,1-3H3,(H2,19,20,21)

Standard InChI Key:  VRZCTZUOEPNWDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.0499   -8.6299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0487   -9.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7635   -9.8703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7617   -8.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4772   -8.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4775   -9.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2680   -9.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7564   -9.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2676   -8.3693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5232  -10.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3474  -10.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8370  -11.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6204  -10.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6185  -10.0790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8340   -9.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2881  -11.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2841  -12.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9962  -12.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7133  -12.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7137  -11.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0009  -10.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0017  -10.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4267  -12.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5676  -12.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7593   -7.3921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  5  4  2  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
  7 10  1  0
 21 22  1  0
  5  6  1  0
 19 23  1  0
 10 11  1  0
 17 24  1  0
 11 12  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078421

   9-[[3-(2,4,6-Trimethylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]purin-6-amine

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: 336.40

Molecular Weight (Monoisotopic): 336.1699

AlogP: 2.53

#Rotatable Bonds: 3

Polar Surface Area: 91.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.85

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.57

References

1. Thalassitis A, Hadjipavlou-Litina DJ, Litinas KE, Miltiadou P..  (2009)  Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition.,  19  (22): [PMID:19811914] [10.1016/j.bmcl.2009.09.040]

Source

Source(1):

• Scientific Literature