Sodium salt 2-(3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-butyrate

ID: ALA2111727

PubChem CID: 71450824

Max Phase: Preclinical

Molecular Formula: C11H19NaO7S

Molecular Weight: 296.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(SC[C@@H]1O[C@@H](OC)[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C11H20O7S.Na/c1-3-6(10(15)16)19-4-5-7(12)8(13)9(14)11(17-2)18-5;/h5-9,11-14H,3-4H2,1-2H3,(H,15,16);/q;+1/p-1/t5-,6?,7+,8-,9-,11+;/m0./s1

Standard InChI Key:  VDHGLONETGZBRG-XGEDBDGISA-M

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
    8.2353   -0.6721    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    6.4633   -2.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8067   -3.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281   -2.0571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4545   -3.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957   -2.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2006   -2.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8862   -0.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3770   -1.3511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7932   -2.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5855   -0.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8727    0.6653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1802   -0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6670   -3.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9989   -3.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957   -1.5276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5408   -2.8922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4808   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3487   -3.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4673    0.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  5  1  0
  5  2  1  0
  6  3  1  0
  7  4  1  0
  8 13  1  0
  9 10  1  0
  7 10  1  1
 11  8  1  0
 12  8  2  0
 13  9  1  0
  2 14  1  6
  3 15  1  1
  6 16  1  6
  5 17  1  1
 18 13  1  0
 19 17  1  0
 20 18  1  0
  7  6  1  0
M  CHG  2   1   1  11  -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: 296.34

Molecular Weight (Monoisotopic): 296.0930

AlogP: -0.96

#Rotatable Bonds: 6

Polar Surface Area: 116.45

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: -0.55

CX LogD: -3.72

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: 1.21

References

1. Fazli A, Bradley SJ, Kiefel MJ, Jolly C, Holmes IH, von Itzstein M..  (2001)  Synthesis and biological evaluation of sialylmimetics as rotavirus inhibitors.,  44  (20): [PMID:11563928] [10.1021/jm0100887]

Source

Source(1):

• Scientific Literature