1-((3R,5R,7R)-Adamantan-1-yl)-3-((2S,3S,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)urea

ID: ALA3578065

PubChem CID: 122178233

Max Phase: Preclinical

Molecular Formula: C27H44N4O5Si

Molecular Weight: 532.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](NC(=O)NC34CC5CC(CC(C5)C3)C4)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C27H44N4O5Si/c1-16-14-31(25(34)29-23(16)32)22-10-20(21(36-22)15-35-37(5,6)26(2,3)4)28-24(33)30-27-11-17-7-18(12-27)9-19(8-17)13-27/h14,17-22H,7-13,15H2,1-6H3,(H2,28,30,33)(H,29,32,34)/t17?,18?,19?,20-,21+,22+,27?/m0/s1

Standard InChI Key:  JQEOBGPZPALXMG-MZVKQECUSA-N

Molfile:  

     RDKit          2D

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   -7.5420    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8976   -3.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5884   -7.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -3.8960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712   -0.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953   -0.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -6.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6719   -6.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9661   -2.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966    0.8398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1896   -2.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5488   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3998   -6.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3716   -0.8738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022   -4.7475    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   -5.6483   -3.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.3635   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0444    0.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5616   -0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8858   -4.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6873   -2.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852    0.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -0.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    1.1572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2034   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1246    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  1
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  8 12  1  6
 19  6  1  0
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  5  7  1  0
 20 22  2  0
  9 10  1  0
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  9 15  1  0
  9  4  1  0
  2 21  2  0
  8  5  1  0
  6 17  1  0
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 24 20  1  0
  2  1  1  0
  7 11  1  0
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 28 31  1  0
 30 32  1  0
 31 33  1  0
 32 33  1  0
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 30 34  1  0
 28 36  1  0
 33 37  1  0
 37 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578065

   ---

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: 532.76

Molecular Weight (Monoisotopic): 532.3081

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