7-(3-(4-chlorophenoxy)-2-hydroxypropyl)-8-mercapto-3-methyl-1H-purine-2,6(3H,7H)-dione

ID: ALA4067280

PubChem CID: 3107941

Max Phase: Preclinical

Molecular Formula: C15H15ClN4O4S

Molecular Weight: 382.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)[nH]c(=O)c2c1nc(S)n2CC(O)COc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C15H15ClN4O4S/c1-19-12-11(13(22)18-14(19)23)20(15(25)17-12)6-9(21)7-24-10-4-2-8(16)3-5-10/h2-5,9,21H,6-7H2,1H3,(H,17,25)(H,18,22,23)

Standard InChI Key:  NZAKNENBMNKYOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    8.9971  -22.6694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7067  -22.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039  -21.4373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953  -21.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9929  -20.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4151  -22.6675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9969  -23.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890  -22.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2857  -21.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5082  -21.1947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0308  -21.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5135  -22.5158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2137  -21.8606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2525  -20.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525  -20.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1969  -19.4757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9082  -20.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081  -20.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638  -21.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7665  -21.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224  -21.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4778  -22.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825  -22.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8232  -22.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343  -23.1321    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  9  1  0
  4  5  2  0
  2  6  2  0
  1  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067280

   7-(3-(4-CL-Phenoxy)-2-HO-PR)-8-mercapto-3-methyl-3,7-dihydro-purine-2,6-dione

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: 382.83

Molecular Weight (Monoisotopic): 382.0503

AlogP: 0.81

#Rotatable Bonds: 5

Polar Surface Area: 102.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.43

CX Basic pKa: ┄

CX LogP: 1.63

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.57

References

1. Qi Q, Obianyo O, Du Y, Fu H, Li S, Ye K..  (2017)  Blockade of Asparagine Endopeptidase Inhibits Cancer Metastasis.,  60  (17): [PMID:28820254] [10.1021/acs.jmedchem.7b00228]

Source

Source(1):

• Scientific Literature