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

ID: ALA3578057

PubChem CID: 122178225

Max Phase: Preclinical

Molecular Formula: C27H35N3O5Si

Molecular Weight: 509.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H35N3O5Si/c1-17-15-30(26(33)29-24(17)31)23-14-21(22(35-23)16-34-36(5,6)27(2,3)4)28-25(32)20-12-11-18-9-7-8-10-19(18)13-20/h7-13,15,21-23H,14,16H2,1-6H3,(H,28,32)(H,29,31,33)/t21-,22+,23+/m0/s1

Standard InChI Key:  CBLKSBQWGAADOM-YTFSRNRJSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   -6.1731   10.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9496    9.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3425    5.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -6.5563    3.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -6.8598    1.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494    0.9039    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
    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
   -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
  9 12  1  1
 14 10  1  0
 10  8  1  0
  6  9  1  0
 12  4  1  0
 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
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
  4 31  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578057

   ---

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: 509.68

Molecular Weight (Monoisotopic): 509.2346

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