2-Formylphenyl beta-D-glucopyranoside-6-sulfate

ID: ALA4092097

PubChem CID: 137655581

Max Phase: Preclinical

Molecular Formula: C13H16O10S

Molecular Weight: 364.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1ccccc1O[C@@H]1O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C13H16O10S/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/h1-5,9-13,15-17H,6H2,(H,18,19,20)/t9-,10-,11+,12-,13-/m1/s1

Standard InChI Key:  OYSRSXWIGGKFBL-UJPOAAIJSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   21.3254   -0.6232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9209   -1.3331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7379   -1.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9250   -3.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9250   -4.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6303   -5.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3356   -4.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3356   -3.7888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6303   -3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6303   -2.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9226   -2.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6303   -5.8276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2179   -5.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2161   -3.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0427   -5.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7510   -4.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4565   -5.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1643   -4.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1659   -3.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4538   -3.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7489   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2149   -0.9245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4543   -5.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7456   -6.2425    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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092097

   ---

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: -2.10

CX Basic pKa: ┄

CX LogP: -2.75

CX LogD: -3.21

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: 1.63

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