1-(3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-imino-5-phenylselanyl-3,4-dihydro-1H-pyrimidin-2-one (PSAC)

ID: ALA2094074

PubChem CID: 70682931

Max Phase: Preclinical

Molecular Formula: C15H17N3O5Se

Molecular Weight: 398.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)cc1[Se]c1ccccc1

Standard InChI:  InChI=1S/C15H17N3O5Se/c16-13-10(24-8-4-2-1-3-5-8)6-18(15(22)17-13)14-12(21)11(20)9(7-19)23-14/h1-6,9,11-12,14,19-21H,7H2,(H2,16,17,22)/t9-,11-,12+,14-/m1/s1

Standard InChI Key:  KWKRZPJNGXXGAX-SGESHTKJSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.6402   -4.1823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5027   -5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355   -2.9448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355   -3.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3563   -2.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3563   -3.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448   -6.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6402   -2.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323   -5.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -6.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -5.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -2.5323    0.0000 Se  0  0  0  0  0  2  0  0  0  0  0  0
    5.2136   -4.1766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6402   -1.7073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433   -7.4652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -7.4652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8917   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -5.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370   -5.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -3.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2984   -1.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1120   -1.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1292   -3.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5359   -2.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  4  1  0
  4  1  1  0
  5  6  2  0
  6  1  1  0
  7  2  1  0
  8  5  1  0
  9  2  1  0
 10  7  1  0
 11  9  1  0
 12  5  1  0
 13  4  2  0
 14  8  1  0
  7 15  1  1
 10 16  1  6
 17 12  1  0
 11 18  1  1
 19 18  1  0
 20 17  2  0
 21 17  1  0
 22 21  2  0
 23 20  1  0
 24 22  1  0
  8  3  2  0
 11 10  1  0
 24 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2094074

   4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-phenylselanylpyrimidin-2-one

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: 398.28

Molecular Weight (Monoisotopic): 399.0333

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References

1. Schinazi RF, Arbiser J, Lee JJ, Kalman TI, Prusoff WH..  (1986)  Synthesis and biological activity of 5-phenylselenenyl-substituted pyrimidine nucleosides.,  29  (7): [PMID:3027329] [10.1021/jm00157a031]

Source

Source(1):

• Scientific Literature