compound 5 [Noble et al., 1992]

Ligand id: 8844

Name: compound 5 [Noble et al., 1992]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 13
Hydrogen bond donors 9
Rotatable bonds 6
Topological polar surface area 320.44
Molecular weight 451.92
XLogP -3.39
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
[3,4-bis(dihydroxyphosphinothioyloxy)-2,5,6-trihydroxycyclohexyl] dihydrogen phosphate
Synonyms
myo-inositol 1-phosphate 4,5-bisphosphorothioate
Database Links
ChEMBL Ligand CHEMBL1161242
GtoPdb PubChem SID 252827501
PubChem CID 15931446
Search Google for chemical match using the InChIKey OEKHZIJBKVQWQC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OEKHZIJBKVQWQC
Search UniChem for chemical match using the InChIKey OEKHZIJBKVQWQC-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone OEKHZIJBKVQWQC
Comments
Compound 5 is a non-hydrolysable phosphorothioates analogue of inositol phosphate 3 (IP3) [1]. As such this compound would be expected to behave as a substrate for IP3 metabolising inositol polyphosphate-5-phosphatase enzymes, with a negative effect on enzyme activity, and effect sustained release of intracellular calcium.
Note that we show the sugar moiety without stereochemistry.