2-((4-(2-amino-4-methoxypyrimidin-5-yl)-1H-imidazol-1-yl)methoxy)ethylacetate

ID: ALA4797883

PubChem CID: 162675767

Max Phase: Preclinical

Molecular Formula: C13H17N5O4

Molecular Weight: 307.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1nc(N)ncc1-c1cnn(COCCOC(C)=O)c1

Standard InChI:  InChI=1S/C13H17N5O4/c1-9(19)22-4-3-21-8-18-7-10(5-16-18)11-6-15-13(14)17-12(11)20-2/h5-7H,3-4,8H2,1-2H3,(H2,14,15,17)

Standard InChI Key:  LZTVOWBNXZISEH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   12.7398   -1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7387   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4534   -3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1699   -2.8142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1670   -1.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4517   -1.5747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0224   -3.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2690   -2.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7165   -3.5047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1285   -4.2194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9355   -4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7924   -4.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9719   -5.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6358   -5.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153   -5.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792   -6.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8799   -1.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0252   -1.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0250   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9637   -7.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6276   -8.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7842   -7.2331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  5 17  1  0
  1 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797883

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.31

Molecular Weight (Monoisotopic): 307.1281

AlogP: 0.47

#Rotatable Bonds: 7

Polar Surface Area: 114.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 0.23

CX LogD: 0.23

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -0.86

References

1. Thames JE,Waters CD,Valle C,Bassetto M,Aouadi W,Martin B,Selisko B,Falat A,Coutard B,Brancale A,Canard B,Decroly E,Seley-Radtke KL.  (2020)  Synthesis and biological evaluation of novel flexible nucleoside analogues that inhibit flavivirus replication in vitro.,  28  (22): [PMID:33128910] [10.1016/j.bmc.2020.115713]

Source

Source(1):

• Scientific Literature