FDP

2,6-di-O-phosphono-beta-D-fructofuranose

Description

Synonyms
FRUCTOSE-2,6-DIPHOSPHATE, 2,6-di-O-phosphono-fructose, 2,6-d...Show more
Formula
C6 H14 O12 P2
IUPAC InChI
InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-...Show more
IUPAC InChIKey
YXWOAJXNVLXPMU-ZXXMMSQZSA-N
SMILES
C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)OP(=O)(O)O)O)O)OP(=O)(O)O
Source OpenEye
First observed in

Overall view, and highlighted
scaffolds and fragments 

This image gallery displays several views of the ligand structure:

  • Basic Structural Representation: Shows the overall structure of the ligand.
  • Detailed Structural Representation: Highlights individual atoms within the ligand.
  • Murcko Scaffold: Presents the scaffold of the ligand highlighted in yellow.
  • Highlighted Fragments: Displays various ligand fragments, highlighted in yellow.

Physicochemical properties

Molecular properties
Molecular weight
Total mass of the molecule in Daltons
340.0 Da
Labute accessible surface area
Accessible surface area according to the Labute's definition
131.8 Å 2
Heavy atoms
Number of non-hydrogen atoms
20
Heteroatoms
Number of non-oxygen and non-carbon atoms
14
Carbon SP3 value
Fraction of C atoms that are SP3 hybridized
1.0
Wildman-Crippen molar refractivity
Wildman-Crippen molar refractivity is a common descriptor accounting for molecular size and polarizability
57.8
Wildman-Crippen Log P
Octanol/Water partition coefficient predicted using Wildman-Crippen method
-3.0
Conformational properties
Rotatable bonds
Number of single bonds, not part of a ring bound to a nonterminal heavy atom
13
Ring properties
Aromatic rings
Number of aromatic rings
0
Rings
Number of rings
1
Aliphatic rings
Number of aliphatic rings
1
Heterocycles
Number or rings with at least two different elements
1
Saturated rings
Number of saturated rings
1
Aromatic heterocycles
Number of aromatic heterocyles
0
Saturated heterocycles
Number of saturated heterocyles
1
Aliphatic heterocycles
Number of aliphatic heterocycles
1
Spiro atoms
Atoms shared between rings that share exactly one atom
0
Bridgehead atoms
Number of atoms shared between rings that share at least two bonds
0
Surface properties
Topological surface area
Topological surface area
203.4
Functional group properties
Hydrogen bond donors
Number of hydrogen bond donors
7
Hydrogen bond acceptors
Number of hydrogen bond acceptors
12
Amide bonds
Number of amide bonds
0
Stereochemical properties
Stereocenters
Number of atoms with four attachments different from each other
4

Bound structures

Found as a bound ligand in 9 distinct proteins and 22 PDB Structures. Group data by:

1 to 9 of 9. Page 1 of 1

Protein name

Fructose-1,6-bisphosphatase 1

PDB-KB Proteins

P00636

EC number

3.1.3.11

Ligand annotation

Unannotated

Total structures

11

Protein name

6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3

PDB-KB Proteins

Q16875

EC number

3.1.3.46, 2.7.1.105

Ligand annotation

Unannotated

Total structures

3

Protein name

Fructose-1,6-bisphosphatase class 1

PDB-KB Proteins

P0A993

EC number

3.1.3.11

Ligand annotation

Unannotated

Total structures

1

Protein name

Pyruvate kinase 1

PDB-KB Proteins

P30615

EC number

2.7.1.40

Ligand annotation

Unannotated

Total structures

12

Protein name

ATP-dependent 6-phosphofructokinase subunit alpha

PDB-KB Proteins

P16861

EC number

2.7.1.11

Ligand annotation

Unannotated

Total structures

2

Items per page:
1 – 5 of 9

Interaction statistics

Interaction statistics shows the summary of aggregated protein-ligand interaction data of FDP from 81 ligand instances in 9 PDB structures and 22 PDB chains. The protein-ligand interactions are computed using PDBe Arpeggio
Documentation

Ligand atoms

Sort by:
Ligand interactions

Percentage of interactions by ligand atom compared to the total interactions of the ligand

Amino acid interactions

Percentage of interactions between ligand atom-amino acid pair compared to the total interactions of the amino acid

Icons:
Positively charged
Negatively charged
Polar
Hydrophobic
Aromatic
Aromatic (Trp)
Glycine
Cysteine
Proline

Atom-wise interactions of FDP molecule

Percentage of interactions by ligand atom compared to the total interactions of the ligand

Ligand-specific databases