staurosporine

Ligand id: 346

Name: staurosporine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 69.45
Molecular weight 466.2
XLogP 3.93
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
IUPAC Name
(2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one
Synonyms
(+)-staurosporine
antibiotic 230
antibiotic AM-2282
Database Links
BindingDB Ligand 2579
CAS Registry No. 62996-74-1
ChEBI CHEBI:15738
ChEMBL Ligand CHEMBL388978
DrugBank Ligand DB02010
PubChem CID 44259
RCSB PDB Ligand STU
Search Google for chemical match using the InChIKey HKSZLNNOFSGOKW-FYTWVXJKSA-N
Search Google for chemicals with the same backbone HKSZLNNOFSGOKW
Wikipedia Staurosporine
Comments
Staurosporine is a non-specific, ATP-competitive inhibitor of protein kinase C (PKC) isolated from a Streptomyces strain [9]. It inhibits all PKC enzyme isoforms [2,12], but has a more potent inhibitory effect on PKCs associated with the cell membrane compared to cytosolic PKCs.
Staurosporine analogues such as midostaurin and 7-hydroxystaurosporine are being investigated as therapeutics.