2-nitro-phenyl-beta-D-glucopyranoside

ID: ALA4442376

Cas Number: 2816-24-2

PubChem CID: 92941

Product Number: N107920, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H15NO8

Molecular Weight: 301.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1

Standard InChI Key:  KUWPCJHYPSUOFW-RMPHRYRLSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   34.5368   -2.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8318   -3.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8318   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5368   -4.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1227   -4.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1227   -5.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4177   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7087   -4.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4177   -3.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1227   -2.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7087   -2.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9996   -3.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2458   -3.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9549   -2.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6640   -3.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6640   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9549   -4.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2458   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9507   -1.9341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2430   -1.5255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6584   -1.5255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
  2 10  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
  1 13  1  0
 19 20  2  0
 19 21  1  0
 14 19  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4442376

   2-Nitrophenyl β-D-glucopyranoside

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 301.25

Molecular Weight (Monoisotopic): 301.0798

AlogP: -1.23

#Rotatable Bonds: 4

Polar Surface Area: 142.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: -0.66

CX LogD: -0.66

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.40

Np Likeness Score: 1.03

References

1.  (2015)  Bitter taste receptors, 

Source

Source(1):

• Patent Bioactivity Data