(3S,4R)-5-((S)-1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-one

ID: ALA509311

PubChem CID: 2825893

Max Phase: Preclinical

Molecular Formula: C6H10O6

Molecular Weight: 178.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC([C@@H](O)CO)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5?/m0/s1

Standard InChI Key:  SXZYCXMUPBBULW-CZBDKTQLSA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
   13.2781   -8.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -8.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3581   -7.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6906   -6.9942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0232   -7.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7931   -8.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5880   -8.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1427   -7.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2386   -7.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0671   -6.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6255   -7.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2824   -6.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  1
  2  7  1  1
  2  3  1  0
  3  8  2  0
  3  4  1  0
  5  9  1  0
  4  5  1  0
  9 10  1  0
  5  1  1  0
  9 11  1  1
  1  2  1  0
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA509311

   (3S,4R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 178.14

Molecular Weight (Monoisotopic): 178.0477

AlogP: -3.01

#Rotatable Bonds: 2

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.62

CX Basic pKa: ┄

CX LogP: -2.75

CX LogD: -2.75

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.34

Np Likeness Score: 2.38

References

1. Randhawa P, Farasati NA, Huang Y..  (2007)  BK Virus replication in vitro: limited effect of drugs interfering with viral uptake and intracellular transport.,  51  (12): [PMID:17893158] [10.1128/aac.00843-07]

Source

Source(1):

• Scientific Literature