CJ-15,801   Click here for help

GtoPdb Ligand ID: 10610

Synonyms: CJ-15801
Antimalarial Ligand
Compound class: Natural product or derivative
Comment: CJ-15,801 is a novel antibacterial, isolated from the fermentation broth of the fungus, Seimatosporium [2]. It is a structural analogue of pantothenic acid. The compound inhibits the growth of drug resistant strains of Staphylococcus aureus and also has antimalarial activity [1].
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 106.86
Molecular weight 217.1
XLogP -1.06
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES OCC([C@H](C(=O)N/C=C/C(=O)O)O)(C)C
Isomeric SMILES OCC([C@H](C(=O)N/C=C/C(=O)O)O)(C)C
InChI InChI=1S/C9H15NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h3-4,7,11,14H,5H2,1-2H3,(H,10,15)(H,12,13)/b4-3+/t7-/m0/s1
InChI Key HWKKTJQAKVPKTK-SDLBARTOSA-N
Classification Click here for help
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(E)-3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]prop-2-enoic acid
Synonyms Click here for help
CJ-15801
Database Links Click here for help
ChEMBL Ligand CHEMBL4164243
GtoPdb PubChem SID 404859057
PubChem CID 6917384
Search Google for chemical match using the InChIKey HWKKTJQAKVPKTK-SDLBARTOSA-N
Search Google for chemicals with the same backbone HWKKTJQAKVPKTK
UniChem Compound Search for chemical match using the InChIKey HWKKTJQAKVPKTK-SDLBARTOSA-N
UniChem Connectivity Search for chemical match using the InChIKey HWKKTJQAKVPKTK-SDLBARTOSA-N