fidaxomicin   Click here for help

GtoPdb Ligand ID: 10909

Synonyms: Dificid® | Dificlir® | OPT-80 | PAR-101
Approved drug PDB Ligand
fidaxomicin is an approved drug (EMA & FDA (2011))
Compound class: Synthetic organic
Comment: Fidaxomicin is a narrow-spectrum, semisynthetic, macrolide antibiotic. It was isolated from the hamdenensis subspecies of actinomycete Dactylosporangium aurantiacum.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 7
Rotatable bonds 15
Topological polar surface area 266.66
Molecular weight 1056.43
XLogP 5.76
No. Lipinski's rules broken 4
SMILES / InChI / InChIKey
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Canonical SMILES CO[C@@H]1[C@H](OC/C/2=C\C=C\C[C@H](O)/C(=C/[C@H](CC)[C@H](/C(=C/C(=C/C[C@H](OC2=O)[C@H](O)C)/C)/C)O[C@@H]2OC(C)(C)[C@H]([C@@H]([C@@H]2O)O)OC(=O)C(C)C)/C)O[C@@H]([C@H]([C@@H]1O)OC(=O)c1c(O)c(Cl)c(c(c1CC)Cl)O)C
Isomeric SMILES CO[C@@H]1[C@H](OC/C/2=C\C=C\C[C@H](O)/C(=C/[C@H](CC)[C@H](/C(=C/C(=C/C[C@H](OC2=O)[C@H](O)C)/C)/C)O[C@@H]2OC(C)(C)[C@H]([C@@H]([C@@H]2O)O)OC(=O)C(C)C)/C)O[C@@H]([C@H]([C@@H]1O)OC(=O)c1c(O)c(Cl)c(c(c1CC)Cl)O)C
InChI InChI=1S/C52H74Cl2O18/c1-13-30-22-26(6)33(56)18-16-15-17-31(23-66-51-45(65-12)42(61)44(29(9)67-51)69-49(64)35-32(14-2)36(53)39(58)37(54)38(35)57)48(63)68-34(28(8)55)20-19-25(5)21-27(7)43(30)70-50-41(60)40(59)46(52(10,11)72-50)71-47(62)24(3)4/h15-17,19,21-22,24,28-30,33-34,40-46,50-51,55-61H,13-14,18,20,23H2,1-12H3/b16-15+,25-19+,26-22+,27-21+,31-17+/t28-,29-,30+,33+,34+,40-,41+,42+,43+,44-,45+,46+,50-,51-/m1/s1
InChI Key ZVGNESXIJDCBKN-UUEYKCAUSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
International Nonproprietary Names Click here for help
INN number INN
9038 fidaxomicin
Synonyms Click here for help
Dificid® | Dificlir® | OPT-80 | PAR-101
Database Links Click here for help
CAS Registry No. 873857-62-6 (source: PubChem)
ChEMBL Ligand CHEMBL1255800
DrugBank Ligand DB08874
DrugCentral Ligand 4180
GtoPdb PubChem SID 405560350
PubChem CID 10034073
RCSB PDB Ligand FI8
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Search UniChem for chemical match using the InChIKey ZVGNESXIJDCBKN-UUEYKCAUSA-N
Search UniChem for chemicals with the same backbone ZVGNESXIJDCBKN