4-Amino-1-((1R,3S,5S)-3-(hydroxymethyl)-2-oxabicyclo[3.1.0]hexan-1-yl)pyrimidin-2(1H)-one

ID: ALA4451188

PubChem CID: 155521727

Max Phase: Preclinical

Molecular Formula: C10H13N3O3

Molecular Weight: 223.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccn([C@@]23C[C@@H]2C[C@@H](CO)O3)c(=O)n1

Standard InChI:  InChI=1S/C10H13N3O3/c11-8-1-2-13(9(15)12-8)10-4-6(10)3-7(5-14)16-10/h1-2,6-7,14H,3-5H2,(H2,11,12,15)/t6-,7-,10+/m0/s1

Standard InChI Key:  CMXBAGGGFWIPHS-MHYGZLNHSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    5.8540   -8.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677   -9.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839   -9.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865   -9.3216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2729   -8.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5565   -8.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977  -10.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9768   -8.0831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4126   -9.2363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7911   -9.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1055  -10.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9945   -9.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591   -8.7920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150   -9.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289  -10.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7100  -10.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270  -11.1090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  3  7  2  0
  5  8  1  0
 14  9  1  0
  9 10  1  0
 10 11  1  0
 11 15  1  0
 14  2  1  1
 10 12  1  1
 12 13  1  0
 15 14  1  0
 16 15  1  0
 14 16  1  0
 15 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4451188

   ---

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: 223.23

Molecular Weight (Monoisotopic): 223.0957

AlogP: -0.72

#Rotatable Bonds: 2

Polar Surface Area: 90.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.18

CX LogD: -1.18

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: 0.93

References

1. Rico L, Hanessian S..  (2019)  Synthesis of 1',2'-methano-2',3'-dideoxynucleosides as potential antivirals.,  29  (4): [PMID:30612845] [10.1016/j.bmcl.2018.12.054]

Source

Source(1):

• Scientific Literature