2-((4-(2-amino-4-methoxypyrimidin-5-yl)-1Himidazol-1-yl)methoxy)ethan-1-ol

ID: ALA4796361

PubChem CID: 162676186

Max Phase: Preclinical

Molecular Formula: C11H15N5O3

Molecular Weight: 265.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1nc(N)ncc1-c1cnn(COCCO)c1

Standard InChI:  InChI=1S/C11H15N5O3/c1-18-10-9(5-13-11(12)15-10)8-4-14-16(6-8)7-19-3-2-17/h4-6,17H,2-3,7H2,1H3,(H2,12,13,15)

Standard InChI Key:  HNCSVAILHNXLJG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.0544   -2.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -3.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7613   -3.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -3.3985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4682   -2.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7595   -2.1706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -3.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -3.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -4.0824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4583   -4.7905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2577   -4.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1254   -5.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -5.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -6.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669   -6.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8340   -7.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743   -2.1646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466   -2.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464   -1.3539    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
M  END

Alternative Forms

1. Parent:

   

   ALA4796361

   ---

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: 265.27

Molecular Weight (Monoisotopic): 265.1175

AlogP: -0.10

#Rotatable Bonds: 6

Polar Surface Area: 108.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: -0.22

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -0.96

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