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

ID: ALA2112525

PubChem CID: 71461625

Max Phase: Preclinical

Molecular Formula: C15H19NaO7S

Molecular Weight: 344.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@@H](CSC(C(=O)[O-])c2ccccc2)[C@H](O)[C@H](O)[C@@H]1O.[Na+]

Standard InChI:  InChI=1S/C15H20O7S.Na/c1-21-15-12(18)11(17)10(16)9(22-15)7-23-13(14(19)20)8-5-3-2-4-6-8;/h2-6,9-13,15-18H,7H2,1H3,(H,19,20);/q;+1/p-1/t9-,10-,11-,12-,13?,15+;/m0./s1

Standard InChI Key:  GOLLQZNICLKXGE-FTXHJLBUSA-M

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    8.0228   -4.8880    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    6.3317   -6.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474   -7.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5998   -6.1530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3285   -7.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -6.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529   -6.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7405   -4.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4654   -5.4105    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323   -4.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268   -6.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417   -4.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7335   -3.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3174   -4.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379   -7.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -7.6585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068   -6.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0298   -7.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968   -3.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -4.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7447   -7.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -4.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5886   -2.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8874   -3.4236    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 10  1  0
  9 11  1  0
 10  9  1  0
  7 11  1  1
 12  8  1  0
 13  8  2  0
 14 10  1  0
  2 15  1  6
  3 16  1  1
  6 17  1  1
  5 18  1  1
 19 14  2  0
 20 14  1  0
 21 18  1  0
 22 20  2  0
 23 19  1  0
 24 23  2  0
  6  7  1  0
 24 22  1  0
M  CHG  2   1   1  12  -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: 344.39

Molecular Weight (Monoisotopic): 344.0930

AlogP: 0.00

#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: 3.88

CX Basic pKa: ┄

CX LogP: 0.30

CX LogD: -2.93

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: 0.82

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