pseudochelerythrine   Click here for help

GtoPdb Ligand ID: 11563

Synonyms: compound 1 [PMID: 28621943] | sanguinarin | Sanguinarine
PDB Ligand
Compound class: Natural product
Comment: This compound is reported as an inhibitor of RGS17 [1]. It is a naturally occurring, toxic plant-derived alkaloid.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 40.8
Molecular weight 332.09
XLogP 5.54
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES C[n+]1cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2
Isomeric SMILES C[n+]1cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2
InChI InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
InChI Key INVGWHRKADIJHF-UHFFFAOYSA-N
References
1. Bodle CR, Mackie DI, Hayes MP, Schamp JH, Miller MR, Henry MD, Doorn JA, Houtman JCD, James MA, Roman DL. (2017)
Natural Products Discovered in a High-Throughput Screen Identified as Inhibitors of RGS17 and as Cytostatic and Cytotoxic Agents for Lung and Prostate Cancer Cell Lines.
J Nat Prod, 80 (7): 1992-2000. [PMID:28621943]