2-Hydroxymethylphenyl beta-D-glucopyranoside-6-sulfate

ID: ALA4072957

PubChem CID: 137640316

Max Phase: Preclinical

Molecular Formula: C13H18O10S

Molecular Weight: 366.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(O)OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H18O10S/c14-5-7-3-1-2-4-8(7)22-13-12(17)11(16)10(15)9(23-13)6-21-24(18,19)20/h1-4,9-17H,5-6H2,(H,18,19,20)/t9-,10-,11+,12-,13-/m1/s1

Standard InChI Key:  LOUJHRVUOBPMGM-UJPOAAIJSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   30.6364   -1.2629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2319   -1.9728    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.0490   -1.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2361   -4.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2361   -5.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9414   -5.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6466   -5.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6466   -4.4285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9414   -4.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9414   -3.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2336   -2.7900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9414   -6.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5290   -5.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5272   -4.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3538   -5.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0621   -5.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7675   -5.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4753   -5.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4770   -4.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7649   -4.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0600   -4.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5259   -1.5642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7654   -6.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0566   -6.8822    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
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4072957

   ---

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: 366.34

Molecular Weight (Monoisotopic): 366.0621

AlogP: -1.82

#Rotatable Bonds: 6

Polar Surface Area: 162.98

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.05

CX Basic pKa: ┄

CX LogP: -3.20

CX LogD: -3.69

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.36

Np Likeness Score: 1.61

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