fusidic acid   Click here for help

GtoPdb Ligand ID: 10815

Synonyms: CEM-102 | CEM102 | Fucidin® | fusidate | sodium fusidate | Taksta®
Approved drug PDB Ligand
fusidic acid is an approved drug (UK (1979))
Compound class: Synthetic organic
Comment: Fusidic acid is an orally bioavailable fusidane antibacterial with activity against Gram +ve pathogens [2,4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 104.06
Molecular weight 516.35
XLogP 5.9
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)O[C@H]1C[C@]2([C@H](/C/1=C(/C(=O)O)\CCC=C(C)C)C[C@H]([C@@H]1[C@]2(C)CC[C@@H]2[C@]1(C)CC[C@H]([C@H]2C)O)O)C
Isomeric SMILES CC(=O)O[C@H]1C[C@]2([C@H](/C/1=C(/C(=O)O)\CCC=C(C)C)C[C@H]([C@@H]1[C@]2(C)CC[C@@H]2[C@]1(C)CC[C@H]([C@H]2C)O)O)C
InChI InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
InChI Key IECPWNUMDGFDKC-MZJAQBGESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1979))
IUPAC Name Click here for help
(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
International Nonproprietary Names Click here for help
INN number INN
1431 fusidic acid
Synonyms Click here for help
CEM-102 | CEM102 | Fucidin® | fusidate | sodium fusidate | Taksta®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 128
Other databases
ChEMBL Ligand CHEMBL374975
DrugCentral Ligand 1261
GtoPdb PubChem SID 405560256
PubChem CID 3000226
RCSB PDB Ligand FUA
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