N-((2S,3S,5R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)naphthalene-2-sulfonamide

ID: ALA3578063

PubChem CID: 122178231

Max Phase: Preclinical

Molecular Formula: C26H35N3O6SSi

Molecular Weight: 545.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](NS(=O)(=O)c3ccc4ccccc4c3)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C26H35N3O6SSi/c1-17-15-29(25(31)27-24(17)30)23-14-21(22(35-23)16-34-37(5,6)26(2,3)4)28-36(32,33)20-12-11-18-9-7-8-10-19(18)13-20/h7-13,15,21-23,28H,14,16H2,1-6H3,(H,27,30,31)/t21-,22+,23+/m0/s1

Standard InChI Key:  DGSMQDTWWOTCKX-YTFSRNRJSA-N

Molfile:  

     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   -6.1929   10.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9676    9.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4478    0.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1480   -1.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3517    5.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2852    1.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8196    5.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    3.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0097   -0.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2503   -1.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5671    4.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    3.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9041    7.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5612    3.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9077    0.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4326    6.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5862   -0.2865    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   -9.6785    6.2574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8617    1.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4438    9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4596    8.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8502   10.8602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6881   -1.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4121    8.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106    1.4992    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    0.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    2.0989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  1
 13 18  2  0
 23 17  1  0
 17  3  1  0
 14 19  1  1
 21 16  1  0
 16 13  1  0
 17  9  1  0
  8 14  1  0
  8 12  1  6
 19  6  1  0
 20  2  1  0
  5  7  1  0
 20 22  2  0
  9 10  1  0
 14 11  1  0
  9 15  1  0
  9  4  1  0
  2 21  2  0
  8  5  1  0
  6 17  1  0
 13 24  1  0
 24 20  1  0
  2  1  1  0
  7 11  1  0
 12 25  1  0
 25 26  1  0
 25 27  2  0
 25 28  2  0
 26 29  2  0
 29 30  1  0
 30 33  2  0
 32 31  2  0
 31 26  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578063

   ---

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: 545.73

Molecular Weight (Monoisotopic): 545.2016

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Vernekar SK, Qiu L, Zhang J, Kankanala J, Li H, Geraghty RJ, Wang Z..  (2015)  5'-Silylated 3'-1,2,3-triazolyl Thymidine Analogues as Inhibitors of West Nile Virus and Dengue Virus.,  58  (9): [PMID:25909386] [10.1021/acs.jmedchem.5b00327]

Source

Source(1):

• Scientific Literature