neolymphostin A   

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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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+
InChI Key OKZVXALNOKYCRL-SNAWJCMRSA-N
Classification
Compound class Synthetic organic
Synonyms
compound 4 [PMID: 30380865]
Database Links
GtoPdb PubChem SID 381118861
PubChem CID 44625563
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