(2S,3R,4S,5S,6S)-6-(methoxycarbonyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

ID: ALA490224

Cas Number: 7355-18-2

PubChem CID: 95087

Product Number: M121081, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H20O11

Molecular Weight: 376.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C15H20O11/c1-6(16)22-10-11(23-7(2)17)13(24-8(3)18)15(25-9(4)19)26-12(10)14(20)21-5/h10-13,15H,1-5H3/t10-,11-,12-,13+,15+/m0/s1

Standard InChI Key:  DPOQCELSZBSZGX-XOBFJNJYSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
   -1.6843   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843   -4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -3.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -1.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553   -3.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553   -4.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843   -5.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132   -4.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -1.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8277   -4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421   -4.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8277   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -6.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -6.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132   -5.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553   -5.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -6.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698   -6.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1736   -3.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 13  2  0
  8 14  1  0
  1  7  1  6
 12 15  1  0
  1  2  1  0
 15 16  2  0
  7  8  1  0
 15 17  1  0
  1  6  1  0
 11 18  1  0
  2  9  1  1
 18 19  1  0
  2  3  1  0
 18 20  2  0
  3 10  1  6
 10 21  1  0
  3  4  1  0
 21 22  1  0
  4 11  1  1
 21 23  2  0
  4  5  1  0
  9 24  1  0
  5 12  1  6
 24 25  2  0
  5  6  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA490224

   Methyl 1,2,3,4-tetra-O-acetyl-β-D-glucuronate

Molecule Features

Natural Product: No

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: 376.31

Molecular Weight (Monoisotopic): 376.1006

AlogP: -0.76

#Rotatable Bonds: 5

Polar Surface Area: 140.73

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.70

CX LogD: -0.70

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: 1.10

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