PDBe-KB Ligand Pages (PDBeChem)

Examples: STI GLC NAG HEM CLC_000191 PRD_000468

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

1f0q

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.

Displayed: 1 / 2

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

Heteroatoms

Number of non-oxygen and non-carbon atoms

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

Ring properties

Aromatic rings

Number of aromatic rings

Rings

Number of rings

Aliphatic rings

Number of aliphatic rings

Heterocycles

Number or rings with at least two different elements

Saturated rings

Number of saturated rings

Aromatic heterocycles

Number of aromatic heterocyles

Saturated heterocycles

Number of saturated heterocyles

Aliphatic heterocycles

Number of aliphatic heterocycles

Spiro atoms

Atoms shared between rings that share exactly one atom

Bridgehead atoms

Number of atoms shared between rings that share at least two bonds

Surface properties

Topological surface area

94.8

Functional group properties

Hydrogen bond donors

Number of hydrogen bond donors

Hydrogen bond acceptors

Number of hydrogen bond acceptors

Amide bonds

Number of amide bonds

Stereochemical properties

Stereocenters

Number of atoms with four attachments different from each other

Bound structures

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

Proteins

Structures

Protein name

Protein Overview

Total structures

Organism

EC number

Ligand function

Putative ketoacyl reductase

P16544

Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)

1.3.1.-

Unannotated

Casein kinase II subunit alpha

P68400

Homo sapiens (Human)

2.7.11.1

Drug-like

Casein kinase II subunit alpha

P28523

Zea mays (Maize)

2.7.11.1

Unannotated

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

Q5G940

Helicobacter pylori

4.2.1.59

Unannotated

O-methyltransferase gedA

Q0CCY5

Aspergillus terreus (strain NIH 2624 / FGSC A1156)

2.1.1.283

Unannotated

Versicolorin reductase

A0A2G5I2X5

Cercospora beticola (Sugarbeet leaf spot fungus)

Unannotated

Page Size:

1 to 6 of 6

Page 1 of 1

Protein name

Putative ketoacyl reductase

PDB-KB Proteins

P16544

EC number

1.3.1.-

Ligand annotation

Unannotated

Total structures

Protein name

Casein kinase II subunit alpha

PDB-KB Proteins

P68400

EC number

2.7.11.1

Ligand annotation

Drug-like

Total structures

Protein name

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

PDB-KB Proteins

Q5G940

EC number

4.2.1.59

Ligand annotation

Unannotated

Total structures

Protein name

Casein kinase II subunit alpha

PDB-KB Proteins

P28523

EC number

2.7.11.1

Ligand annotation

Unannotated

Total structures

Protein name

O-methyltransferase gedA

PDB-KB Proteins

Q0CCY5

EC number

2.1.1.283

Ligand annotation

Unannotated

Total structures

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

Sort by:

Amino acid properties

Interactions

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

For full interaction statistics, including the heatmap showing ligand atom interaction frequency with different amino acids, please view on a larger screen