4-Nitrophenyl-beta-D-Mannoside

ID: ALA4462691

Cas Number: 35599-02-1

PubChem CID: 161880

Product Number: P134941, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H15NO8

Molecular Weight: 301.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)cc1

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

Standard InChI Key:  IFBHRQDFSNCLOZ-LDMBFOFVSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   22.4894  -18.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7844  -18.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7844  -19.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4894  -20.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0753  -20.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0753  -21.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3704  -19.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6613  -20.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3704  -18.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0753  -18.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6613  -18.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9522  -18.9863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1985  -18.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9076  -18.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6166  -18.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6166  -19.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9076  -20.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1985  -19.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3284  -20.2116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0363  -19.8033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3280  -21.0288    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  1
  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
 16 19  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4462691

   4-Nitrophenyl-β-D-mannopyranoside

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: 1.06

References

1.  (2015)  Bitter taste receptors, 

Source

Source(1):

• Patent Bioactivity Data