7-(2-hydroxy-3-phenoxypropyl)-3-methyl-8-pentylsulfanyl-purine-2,6-dione

ID: ALA4568389

Cas Number: 331675-51-5

PubChem CID: 3107981

Max Phase: Preclinical

Molecular Formula: C20H26N4O4S

Molecular Weight: 418.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCSc1nc2c(c(=O)[nH]c(=O)n2C)n1CC(O)COc1ccccc1

Standard InChI:  InChI=1S/C20H26N4O4S/c1-3-4-8-11-29-20-21-17-16(18(26)22-19(27)23(17)2)24(20)12-14(25)13-28-15-9-6-5-7-10-15/h5-7,9-10,14,25H,3-4,8,11-13H2,1-2H3,(H,22,26,27)

Standard InChI Key:  PMEGARMSYGNTDY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.9236  -12.9249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9236  -13.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6365  -14.1611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6365  -12.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3495  -12.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3539  -13.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1372  -13.9953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6143  -13.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1300  -12.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6369  -14.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2087  -14.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6365  -11.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3794  -11.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1859  -11.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4355  -10.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2420  -10.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4957   -9.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7430  -12.3136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4397  -13.3265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.8584  -14.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6838  -14.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1026  -14.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9280  -14.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3426  -15.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3013   -9.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5509   -8.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9936   -8.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1834   -8.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9376   -9.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
  2 11  2  0
  4 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568389

   7-(2-hydroxy-3-phenoxypropyl)-3-methyl-8-(pentylsulfanyl)-3,7-dihydro-1H-purine-2,6-dione

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: 418.52

Molecular Weight (Monoisotopic): 418.1675

AlogP: 2.15

#Rotatable Bonds: 10

Polar Surface Area: 102.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -1.51

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