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

ID: ALA3578062

PubChem CID: 122178230

Max Phase: Preclinical

Molecular Formula: C27H40FN3O5Si

Molecular Weight: 533.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](NC(=O)CCCCc3ccc(F)cc3)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C27H40FN3O5Si/c1-18-16-31(26(34)30-25(18)33)24-15-21(22(36-24)17-35-37(5,6)27(2,3)4)29-23(32)10-8-7-9-19-11-13-20(28)14-12-19/h11-14,16,21-22,24H,7-10,15,17H2,1-6H3,(H,29,32)(H,30,33,34)/t21-,22+,24+/m0/s1

Standard InChI Key:  UWOQGJOMUXAYDF-WMTXJRDZSA-N

Molfile:  

     RDKit          2D

 37 39  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2337   -6.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9303   -9.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9195   -5.8781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391   -8.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231   -9.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343   -2.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4437   -1.8467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4461   -8.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -7.2514    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -4.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179   -7.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3221   -3.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8153   -2.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8304   -4.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6938   -4.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1869   -3.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0654   -5.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5586   -5.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4384   -6.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9304   -6.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5428   -4.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6631   -3.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1710   -3.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7364   -4.6108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  6
 13 18  2  0
 23 17  1  0
 17  3  1  0
 14 19  1  6
 21 16  1  0
 16 13  1  0
 17  9  1  0
  8 14  1  0
  8 12  1  1
 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
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578062

   ---

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: 533.72

Molecular Weight (Monoisotopic): 533.2721

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