2-(6-amino-9-benzyl-purin-8-yl)sulfanylacetamide

ID: ALA4518624

PubChem CID: 2772492

Max Phase: Preclinical

Molecular Formula: C14H14N6OS

Molecular Weight: 314.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)CSc1nc2c(N)ncnc2n1Cc1ccccc1

Standard InChI:  InChI=1S/C14H14N6OS/c15-10(21)7-22-14-19-11-12(16)17-8-18-13(11)20(14)6-9-4-2-1-3-5-9/h1-5,8H,6-7H2,(H2,15,21)(H2,16,17,18)

Standard InChI Key:  XRLIYJJWKUYCPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   29.8715  -27.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8703  -28.2243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5784  -28.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5766  -26.9959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2852  -27.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2900  -28.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0700  -28.4682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5474  -27.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0623  -27.1437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5794  -29.4505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3646  -27.7983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.3102  -26.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1086  -26.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6555  -26.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4532  -26.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7018  -25.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1467  -25.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3511  -25.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7773  -28.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5945  -28.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0072  -29.2040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9989  -27.7886    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  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
  8 11  1  0
  9 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
 11 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518624

   2-(6-Amino-9-benzylpurin-8-yl)sulfanylacetamide

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: 314.37

Molecular Weight (Monoisotopic): 314.0950

AlogP: 1.03

#Rotatable Bonds: 5

Polar Surface Area: 112.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.44

CX LogP: 1.09

CX LogD: 1.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.69

References

1. Wang Y, Dou X, Jiang L, Jin H, Zhang L, Zhang L, Liu Z..  (2019)  Discovery of novel glycogen synthase kinase-3α inhibitors: Structure-based virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia.,  171  [PMID:30925338] [10.1016/j.ejmech.2019.03.039]

Source

Source(1):

• Scientific Literature