chelerythrine   

GtoPdb Ligand ID: 5953

Synonyms: broussonpapyrine | cheleritrine | chelerythrine hydroxide | toddalin
Comment: Chelerythrine is a potent, selective, and cell-permeable protein kinase C inhibitor.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 40.8
Molecular weight 348.12
XLogP 5.62
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2
Isomeric SMILES COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2
InChI InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1
InChI Key LLEJIEBFSOEYIV-UHFFFAOYSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{14,19}]henicosa-1(13),2,4(8),9,11,14,16,18,20-nonaen-21-ium
Synonyms
broussonpapyrine | cheleritrine | chelerythrine hydroxide | toddalin
Database Links
CAS Registry No. 34316-15-9
ChEBI CHEBI:78373
ChEMBL Ligand CHEMBL13045
GtoPdb PubChem SID 178102576
PubChem CID 2703
RCSB PDB Ligand CTI
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Wikipedia Chelerythrine