2-((4-(2,4-dimethoxypyrimidine-5-yl)-1H-imidazol-1-yl)methoxy)ethan-1-ol

ID: ALA4782838

PubChem CID: 162665133

Max Phase: Preclinical

Molecular Formula: C12H16N4O4

Molecular Weight: 280.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(-c2cnn(COCCO)c2)c(OC)n1

Standard InChI:  InChI=1S/C12H16N4O4/c1-18-11-10(6-13-12(15-11)19-2)9-5-14-16(7-9)8-20-4-3-17/h5-7,17H,3-4,8H2,1-2H3

Standard InChI Key:  LGLNATWWEYTIJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.9399  -10.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9387  -11.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6535  -11.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3699  -11.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3670  -10.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6517   -9.7615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226  -11.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692  -11.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167  -11.6915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3286  -12.4063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1357  -12.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925  -13.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721  -13.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360  -13.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155  -14.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6795  -14.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0799   -9.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2254   -9.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -8.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7959  -10.1652    0.0000 C   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
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782838

   ---

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: 280.28

Molecular Weight (Monoisotopic): 280.1172

AlogP: 0.32

#Rotatable Bonds: 7

Polar Surface Area: 91.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.97

CX LogP: 0.46

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -1.06

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