FUSIDIC ACID

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Search structure


Synonyms	Anhydrous fusidic acid CEM-102 Fucidin caviject Fucithalmic Fusidate Fusidic acid NSC-56192 Ramycin SQ 16,603 SQ-16603 Taksta
Status
Molecule Category	UNKNOWN
ATC	D06AX01 D09AA02 J01XC01 S01AA13
UNII	59XE10C19C
EPA CompTox	DTXSID0023086


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	IECPWNUMDGFDKC-MZJAQBGESA-N
Smiles	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\CCC=C(C)C)C(=O)O
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

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C31H48O6
Molecular Weight	516.72
AlogP	5.67
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	5.0
Polar Surface Area	104.06
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	37.0

Bioactivity

Mechanism of Action	Action	Reference
Elongation factor G inhibitor	INHIBITOR	PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Secreted protein	-	-	12000	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	40
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	10100-11500	-	-	-

Assay Description	Organism	Bioactivity	Reference
Cytotoxicity against african green monkey Vero cells after 72 hrs	Chlorocebus sabaeus	105.8 ug.mL-1
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	39.52 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	58.34 %

Cross References

Resources	Reference
ChEBI	29013
ChEMBL	CHEMBL374975
DrugBank	DB02703
DrugCentral	1261
FDA SRS	59XE10C19C
Human Metabolome Database	HMDB0015570
Guide to Pharmacology	10815
PDB	FUA
PharmGKB	PA164749648
PubChem	3000226
SureChEMBL	SCHEMBL25646
ZINC	ZINC000008143796

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).