phalloidin   

GtoPdb Ligand ID: 4736

Comment: A toxin from the death cap (Amanita phalloides). There is some ambiguity in the literature and online as to the exact stereochemistry of phalloidin, therefore we have chosen not to specify stereochemistry in our structure. For a representation of the structure of phalloidin showing stereochemistry please see the entry on ChEBI.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 18
Hydrogen bond donors 11
Rotatable bonds 4
Topological polar surface area 316.92
Molecular weight 788.32
XLogP 1.12
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES OCC(CC1NC(=O)C2NC(=O)C(C)NC(=O)C3CC(CN3C(=O)C(CSc3c(C2)c2ccccc2[nH]3)NC(=O)C(NC(=O)C(NC1=O)C)C(O)C)O)(O)C
Isomeric SMILES OCC(CC1NC(=O)C2NC(=O)C(C)NC(=O)C3CC(CN3C(=O)C(CSc3c(C2)c2ccccc2[nH]3)NC(=O)C(NC(=O)C(NC1=O)C)C(O)C)O)(O)C
InChI InChI=1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)
InChI Key KPKZJLCSROULON-UHFFFAOYSA-N
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Molecular structure representations generated using Open Babel