EMO

Drug-like

3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE

Description

Synonyms
EMODIN, Schuttgelb, 1,3,8-trihydroxy-6-methyl-9,10-anthraqui...Show more
Formula
C15 H10 O5
IUPAC InChI
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
IUPAC InChIKey
RHMXXJGYXNZAPX-UHFFFAOYSA-N
SMILES
Cc1cc2c(c(c1)O)C(=O)c3c(cc(cc3O)O)C2=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
270.1 Da
Labute accessible surface area
Accessible surface area according to the Labute's definition
127.6 Å 2
Heavy atoms
Number of non-hydrogen atoms
20
Heteroatoms
Number of non-oxygen and non-carbon atoms
5
Carbon SP3 value
Fraction of C atoms that are SP3 hybridized
0.1
Wildman-Crippen molar refractivity
Wildman-Crippen molar refractivity is a common descriptor accounting for molecular size and polarizability
66.3
Wildman-Crippen Log P
Octanol/Water partition coefficient predicted using Wildman-Crippen method
0.2
Conformational properties
Rotatable bonds
Number of single bonds, not part of a ring bound to a nonterminal heavy atom
4
Ring properties
Aromatic rings
Number of aromatic rings
2
Rings
Number of rings
3
Aliphatic rings
Number of aliphatic rings
1
Heterocycles
Number or rings with at least two different elements
0
Saturated rings
Number of saturated rings
0
Aromatic heterocycles
Number of aromatic heterocyles
0
Saturated heterocycles
Number of saturated heterocyles
0
Aliphatic heterocycles
Number of aliphatic heterocycles
0
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
94.8
Functional group properties
Hydrogen bond donors
Number of hydrogen bond donors
3
Hydrogen bond acceptors
Number of hydrogen bond acceptors
5
Amide bonds
Number of amide bonds
0
Stereochemical properties
Stereocenters
Number of atoms with four attachments different from each other
0

Bound structures

Found as a bound ligand in 6 distinct proteins and 14 PDB Structures. Group data by:

Protein name

Putative ketoacyl reductase

PDB-KB Proteins

P16544

EC number

1.3.1.-

Ligand annotation

Unannotated

Total structures

7

Protein name

Casein kinase II subunit alpha

PDB-KB Proteins

P68400

EC number

2.7.11.1

Ligand annotation

Drug-like

Total structures

5

Protein name

3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ

PDB-KB Proteins

Q5G940

EC number

4.2.1.59

Ligand annotation

Unannotated

Total structures

4

Protein name

Casein kinase II subunit alpha

PDB-KB Proteins

P28523

EC number

2.7.11.1

Ligand annotation

Unannotated

Total structures

2

Protein name

O-methyltransferase gedA

PDB-KB Proteins

Q0CCY5

EC number

2.1.1.283

Ligand annotation

Unannotated

Total structures

3

Items per page:
1 – 5 of 6

Interaction statistics

Interaction statistics shows the summary of aggregated protein-ligand interaction data of EMO from 0 ligand instances in 0 PDB structures and 0 PDB chains. The protein-ligand interactions are computed using PDBe Arpeggio
Documentation

Ligand atoms

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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 EMO molecule

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

Ligand-specific databases