4-n-Octylphenyl beta-D-glucopyranoside-6-sulfate

ID: ALA4104072

PubChem CID: 137657210

Max Phase: Preclinical

Molecular Formula: C20H32O9S

Molecular Weight: 448.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1ccc(O[C@@H]2O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C20H32O9S/c1-2-3-4-5-6-7-8-14-9-11-15(12-10-14)28-20-19(23)18(22)17(21)16(29-20)13-27-30(24,25)26/h9-12,16-23H,2-8,13H2,1H3,(H,24,25,26)/t16-,17-,18+,19-,20-/m1/s1

Standard InChI Key:  YVWGSDRSYRDYCF-OUUBHVDSSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.7682  -16.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637  -17.1693    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1807  -17.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678  -19.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678  -20.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731  -20.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7784  -20.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7784  -19.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731  -19.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731  -18.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3654  -17.9865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0731  -21.6638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6607  -20.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589  -19.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4855  -20.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1938  -20.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993  -20.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6071  -20.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6087  -19.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966  -19.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917  -19.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577  -16.7607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165  -19.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0241  -19.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7319  -19.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4395  -19.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1473  -19.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8550  -19.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5627  -19.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2704  -19.6305    0.0000 C   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  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104072

   ---

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: 448.53

Molecular Weight (Monoisotopic): 448.1767

AlogP: 1.60

#Rotatable Bonds: 12

Polar Surface Area: 142.75

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.96

CX Basic pKa: ┄

CX LogP: 1.26

CX LogD: 0.71

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: 1.38

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