1-((1R,3S,5S)-3-(Hydroxymethyl)-2-oxabicyclo[3.1.0]hexan-1-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4447088

PubChem CID: 138973459

Max Phase: Preclinical

Molecular Formula: C10H12N2O4

Molecular Weight: 224.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ccn([C@@]23C[C@@H]2C[C@@H](CO)O3)c(=O)[nH]1

Standard InChI:  InChI=1S/C10H12N2O4/c13-5-7-3-6-4-10(6,16-7)12-2-1-8(14)11-9(12)15/h1-2,6-7,13H,3-5H2,(H,11,14,15)/t6-,7-,10+/m0/s1

Standard InChI Key:  PWWBUWWEPIIAHP-MHYGZLNHSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    5.9778   -2.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9915   -3.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077   -3.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4104   -3.1638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3967   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6803   -1.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7215   -4.4033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1006   -1.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -3.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294   -4.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1183   -3.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388   -3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -4.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -4.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5508   -4.9512    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  1  0
  5  6  1  0
  3  7  2  0
  5  8  2  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:

   

   ALA4447088

   ---

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: 224.22

Molecular Weight (Monoisotopic): 224.0797

AlogP: -1.01

#Rotatable Bonds: 2

Polar Surface Area: 84.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: -0.79

CX LogD: -0.80

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 0.77

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