Phenyl beta-D-glucopyranoside-6-phosphate

ID: ALA4082949

PubChem CID: 137648392

Max Phase: Preclinical

Molecular Formula: C12H17O9P

Molecular Weight: 336.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](Oc2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C12H17O9P/c13-9-8(6-19-22(16,17)18)21-12(11(15)10(9)14)20-7-4-2-1-3-5-7/h1-5,8-15H,6H2,(H2,16,17,18)/t8-,9-,10+,11-,12-/m1/s1

Standard InChI Key:  YOENDVQTCKDPMO-RMPHRYRLSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   31.4495  -11.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4495  -12.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1548  -12.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8600  -12.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8600  -11.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1548  -11.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1548  -10.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4471   -9.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4471   -9.0262    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.7393   -8.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1548   -8.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7355   -9.4307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1548  -13.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7424  -12.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7406  -11.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5672  -12.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2755  -12.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9809  -12.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6887  -12.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6904  -11.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9783  -11.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2734  -11.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  1  0
  3 13  1  6
  2 14  1  1
  1 15  1  6
  4 16  1  1
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4082949

   ---

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: 336.23

Molecular Weight (Monoisotopic): 336.0610

AlogP: -1.02

#Rotatable Bonds: 5

Polar Surface Area: 145.91

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.22

CX Basic pKa: ┄

CX LogP: -0.72

CX LogD: -4.25

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: 1.65

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