neolymphostin A   Click here for help

GtoPdb Ligand ID: 10151

Synonyms: compound 4 [PMID: 30380865]
Compound class: Synthetic organic
Comment: Neolymphostin A is a natural product that was isolated from the marine actinomycetes bacterium Salinispora arenicola CNY-486 [1]. It was shown to be a dual inhibitor of PI3K/mTOR in vitro. It covalently modifies Lys802 of human PI3Kα in tandem MS/MS experiments. This is claimed to be the first example of a covalent kinase inhibitor to be isolated from bacteria.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 106.67
Molecular weight 338.14
XLogP 0.64
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COC=CC(=O)c1cc2C=Nc3c2c(n1)c(NC(=O)C(C)C)cc3N
Isomeric SMILES CO/C=C/C(=O)c1cc2C=Nc3c2c(n1)c(NC(=O)C(C)C)cc3N
InChI InChI=1S/C18H18N4O3/c1-9(2)18(24)22-13-7-11(19)16-15-10(8-20-16)6-12(21-17(13)15)14(23)4-5-25-3/h4-9H,19H2,1-3H3,(H,22,24)/b5-4+
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 4 [PMID: 30380865]
Database Links Click here for help
GtoPdb PubChem SID 381118861
PubChem CID 137321157
Search Google for chemical match using the InChIKey OKZVXALNOKYCRL-SNAWJCMRSA-N
Search Google for chemicals with the same backbone OKZVXALNOKYCRL
UniChem Compound Search for chemical match using the InChIKey OKZVXALNOKYCRL-SNAWJCMRSA-N
UniChem Connectivity Search for chemical match using the InChIKey OKZVXALNOKYCRL-SNAWJCMRSA-N