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

ID: ALA470778

PubChem CID: 25169388

Max Phase: Preclinical

Molecular Formula: C8H13NaO8S

Molecular Weight: 270.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H14O8S.Na/c1-15-8-7(11)6(10)5(9)4(16-8)2-3-17(12,13)14;/h2-11H,1H3,(H,12,13,14);/q;+1/p-1/b3-2+;/t4-,5-,6+,7+,8+;/m1./s1

Standard InChI Key:  OJEHUYSULVZBPP-CORKKVFBSA-M

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    3.8208   -5.5917    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    9.6743   -6.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9584   -7.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9584   -7.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6743   -8.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -8.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -9.1381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5308   -7.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8150   -8.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5308   -7.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -6.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8150   -6.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874   -6.6631    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9749   -7.3748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1033   -7.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -6.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7999   -5.9473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6750   -5.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  6
  3  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 10 12  1  1
  3 11  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 13 17  2  0
 12 15  2  0
  2 18  1  0
M  CHG  2   1   1  16  -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: 270.26

Molecular Weight (Monoisotopic): 270.0409

AlogP: -2.16

#Rotatable Bonds: 3

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: -1.04

CX Basic pKa: ┄

CX LogP: -2.20

CX LogD: -4.58

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.43

Np Likeness Score: 1.64

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