2,6-Dimethoxy-4-formylphenyl beta-D-glucopyranoside-6-sulfate

ID: ALA4095033

PubChem CID: 137655005

Max Phase: Preclinical

Molecular Formula: C15H20O12S

Molecular Weight: 424.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C=O)cc(OC)c1O[C@@H]1O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H20O12S/c1-23-8-3-7(5-16)4-9(24-2)14(8)27-15-13(19)12(18)11(17)10(26-15)6-25-28(20,21)22/h3-5,10-13,15,17-19H,6H2,1-2H3,(H,20,21,22)/t10-,11-,12+,13-,15+/m1/s1

Standard InChI Key:  HZUOEAKEJZLEHE-VVSAWPALSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
    3.4256   -8.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0211   -9.0386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -9.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253  -11.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305  -12.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358  -11.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305  -11.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305  -10.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0228   -9.8558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305  -13.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3181  -12.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164  -11.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1429  -12.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8512  -12.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5567  -12.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2645  -12.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2662  -11.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5541  -11.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492  -11.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -8.6300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404  -11.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384  -10.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5546  -13.5413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2612  -13.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9739  -11.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9740  -10.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
 10 11  1  0
  6 12  1  6
  5 13  1  1
  4 14  1  6
  7 15  1  1
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11  2  1  0
  2 22  1  0
 21 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 19 27  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095033

   ---

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: 424.38

Molecular Weight (Monoisotopic): 424.0675

AlogP: -1.48

#Rotatable Bonds: 8

Polar Surface Area: 178.28

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.36

CX Basic pKa: ┄

CX LogP: -3.22

CX LogD: -3.52

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.28

Np Likeness Score: 1.62

References

1. Liu C, Dunaway-Mariano D, Mariano PS..  (2017)  Rational design of reversible inhibitors for trehalose 6-phosphate phosphatases.,  128  [PMID:28192710] [10.1016/j.ejmech.2017.02.001]

Source

Source(1):

• Scientific Literature