4-Formylphenyl beta-D-glucopyranoside-6-sulfate

ID: ALA4099837

PubChem CID: 137661187

Max Phase: Preclinical

Molecular Formula: C13H16O10S

Molecular Weight: 364.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1ccc(O[C@@H]2O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C13H16O10S/c14-5-7-1-3-8(4-2-7)22-13-12(17)11(16)10(15)9(23-13)6-21-24(18,19)20/h1-5,9-13,15-17H,6H2,(H,18,19,20)/t9-,10-,11+,12-,13-/m1/s1

Standard InChI Key:  RGRPRNKIBBUMIQ-UJPOAAIJSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   21.6391  -16.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2346  -16.9753    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0516  -16.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2387  -19.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2387  -20.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9440  -20.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6493  -20.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6493  -19.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9440  -19.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9440  -18.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2363  -17.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9440  -21.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5316  -20.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5298  -19.0245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3564  -20.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0647  -20.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7702  -20.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4780  -20.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4796  -19.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7675  -19.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0626  -19.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5286  -16.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1874  -19.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8950  -19.4360    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
 19 23  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4099837

   ---

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: 364.33

Molecular Weight (Monoisotopic): 364.0464

AlogP: -1.50

#Rotatable Bonds: 6

Polar Surface Area: 159.82

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.07

CX Basic pKa: ┄

CX LogP: -2.73

CX LogD: -3.21

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: 1.70

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