N-((2S,3S,5R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-6-methoxy-2-naphthamide

ID: ALA3578049

PubChem CID: 122178217

Max Phase: Preclinical

Molecular Formula: C28H37N3O6Si

Molecular Weight: 539.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(C(=O)N[C@H]3C[C@H](n4cc(C)c(=O)[nH]c4=O)O[C@@H]3CO[Si](C)(C)C(C)(C)C)ccc2c1

Standard InChI:  InChI=1S/C28H37N3O6Si/c1-17-15-31(27(34)30-25(17)32)24-14-22(23(37-24)16-36-38(6,7)28(2,3)4)29-26(33)20-9-8-19-13-21(35-5)11-10-18(19)12-20/h8-13,15,22-24H,14,16H2,1-7H3,(H,29,33)(H,30,32,34)/t22-,23+,24+/m0/s1

Standard InChI Key:  AOEBBGUSEZYJOU-RBZQAINGSA-N

Molfile:  

     RDKit          2D

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   -8.2843    1.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8097    5.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5599    4.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8909    7.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4199    6.9200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6672    6.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4254    9.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4446    8.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8294   10.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3960    8.5994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9494    0.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
    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
    3.8942   -1.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326   -0.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6918   -1.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5883   -0.2743    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   -7.4491    0.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0128   -0.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2558   -1.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9092    0.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1519   -1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 10  1  1
  8 11  2  0
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  6  9  1  0
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 13  2  1  0
  3  5  1  0
 13 15  2  0
  9  7  1  0
  2 14  2  0
  6  3  1  0
  8 16  1  0
 16 13  1  0
  2  1  1  0
  5  7  1  0
  6 17  1  6
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 19 25  1  0
 21 22  1  0
 22 23  2  0
 24 25  2  0
 24 29  1  0
 23 24  1  0
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 26 27  2  0
 27 28  1  0
 28 29  2  0
 27 30  1  0
 30 31  1  0
  4 33  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578049

   ---

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: 539.71

Molecular Weight (Monoisotopic): 539.2452

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