n-Octyl beta-D-glucopyranoside-6-sulfate

ID: ALA4091652

PubChem CID: 137654400

Max Phase: Preclinical

Molecular Formula: C14H28O9S

Molecular Weight: 372.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H28O9S/c1-2-3-4-5-6-7-8-21-14-13(17)12(16)11(15)10(23-14)9-22-24(18,19)20/h10-17H,2-9H2,1H3,(H,18,19,20)/t10-,11-,12+,13-,14-/m1/s1

Standard InChI Key:  MJQMOUYIHKAJAI-RKQHYHRCSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   21.1644   -2.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9816   -2.1173    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5730   -1.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5701   -4.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5701   -5.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2754   -5.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9807   -5.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9807   -4.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2754   -4.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2754   -3.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9831   -2.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6908   -1.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8612   -4.1706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8630   -5.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2754   -6.6159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6878   -5.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6866   -6.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3937   -7.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3925   -7.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0996   -8.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0985   -9.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8056   -9.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8044  -10.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5115  -10.7112    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
 11  2  1  0
  2 12  1  0
  4 13  1  6
  5 14  1  1
  6 15  1  6
  7 16  1  1
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091652

   ---

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: 372.44

Molecular Weight (Monoisotopic): 372.1454

AlogP: -0.01

#Rotatable Bonds: 11

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: -1.87

CX Basic pKa: ┄

CX LogP: -0.89

CX LogD: -1.51

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.29

Np Likeness Score: 1.69

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