1-benzyl-8-mercapto-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione

ID: ALA4074941

Cas Number: 1228-89-3

PubChem CID: 3708081

Max Phase: Preclinical

Molecular Formula: C14H14N4O2S

Molecular Weight: 302.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(S)nc2c1c(=O)n(Cc1ccccc1)c(=O)n2C

Standard InChI:  InChI=1S/C14H14N4O2S/c1-16-10-11(15-13(16)21)17(2)14(20)18(12(10)19)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H,15,21)

Standard InChI Key:  XKJGXAHYTWXZMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.1255  -21.8241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8422  -21.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8394  -20.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1236  -20.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1212  -19.3451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5576  -21.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1253  -22.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4104  -21.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4071  -20.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6217  -20.3347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397  -21.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6272  -21.6689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3143  -21.0072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3636  -19.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5525  -20.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5495  -19.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2645  -18.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2616  -18.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5449  -17.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8293  -18.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8356  -18.9361    0.0000 C   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
  3 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4074941

   1-benzyl-3,7-dimethyl-8-sulfanylidene-9H-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: 302.36

Molecular Weight (Monoisotopic): 302.0837

AlogP: 0.77

#Rotatable Bonds: 2

Polar Surface Area: 61.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: ┄

CX LogP: 1.96

CX LogD: 1.77

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.47

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