sodium 2-((2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)ethanesulfonate

ID: ALA469556

PubChem CID: 25169386

Max Phase: Preclinical

Molecular Formula: C8H15NaO8S

Molecular Weight: 272.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1O[C@H](CCS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@@H]1O.[Na+]

Standard InChI:  InChI=1S/C8H16O8S.Na/c1-15-8-7(11)6(10)5(9)4(16-8)2-3-17(12,13)14;/h4-11H,2-3H2,1H3,(H,12,13,14);/q;+1/p-1/t4-,5-,6+,7+,8+;/m1./s1

Standard InChI Key:  BOKKQCSYWVVONR-CEHJRZNHSA-M

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    2.7348    0.7768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189   -0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -0.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -1.6982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914   -0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245   -0.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030    0.7768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521    0.7768    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679    1.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396    1.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355    1.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    1.6982    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  1
  3  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
  9 11  1  1
  2 10  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 12 16  2  0
 11 14  1  0
  1 17  1  0
M  CHG  2  15  -1  18   1
M  END

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: 272.27

Molecular Weight (Monoisotopic): 272.0566

AlogP: -2.28

#Rotatable Bonds: 4

Polar Surface Area: 133.52

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.09

CX Basic pKa: ┄

CX LogP: -2.52

CX LogD: -4.90

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.42

Np Likeness Score: 1.76

References

1. Jeanjean A, Gary-Bobo M, Nirdé P, Leiris S, Garcia M, Morère A..  (2008)  Synthesis of new sulfonate and phosphonate derivatives for cation-independent mannose 6-phosphate receptor targeting.,  18  (23): [PMID:18929485] [10.1016/j.bmcl.2008.09.101]

Source

Source(1):

• Scientific Literature