GEPOTIDACIN

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Search structure


Synonyms	GSK-2140944 GSK2140944 Gepotidacin
Status
Molecule Category	UNKNOWN
UNII	DVF0PR037D


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

Structure


InChI Key	PZFAZQUREQIODZ-LJQANCHMSA-N
Smiles	O=c1ccc2ncc(=O)n3c2n1C[C@H]3CN1CCC(NCc2cc3c(cn2)OCCC3)CC1
InChI	InChI=1S/C24H28N6O3/c31-22-4-3-20-24-29(22)15-19(30(24)23(32)13-27-20)14-28-7-5-17(6-8-28)25-11-18-10-16-2-1-9-33-21(16)12-26-18/h3-4,10,12-13,17,19,25H,1-2,5-9,11,14-15H2/t19-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H28N6O3
Molecular Weight	448.53
AlogP	1.09
Hydrogen Bond Acceptor	9.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	5.0
Polar Surface Area	94.28
Molecular species	BASE
Aromatic Rings	3.0
Heavy Atoms	33.0

Bioactivity

Mechanism of Action	Action	Reference
Bacterial DNA gyrase inhibitor	INHIBITOR	Other Other PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Isomerase	-	47-47	-	-	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of human ERG	Homo sapiens	588.0 ug.mL-1
Inhibition of human ERG expressed in CHO cells using -80 mV holding potential measured after 3 mins	Homo sapiens	588.0 ug.mL-1
Inhibition of Staphylococcus aureus DNA gyrase	Staphylococcus aureus	47.0 nM
Inhibition of Staphylococcus aureus DNA topoisomerase 4	Staphylococcus aureus	600.0 nM
Inhibition of Staphylococcus aureus DNA gyrase using positively supercoiled pBR322 DNA as substrate incubated for 25 mins by ethidium bromide staining based agarose gel electrophoresis method	Staphylococcus aureus	47.0 nM
Inhibition of human ERG	Homo sapiens	588.0 ug.mL-1
Inhibition of Escherichia coli DNA gyrase assessed as reduction in DNA supercoiling using relaxed pNO1 plasmid DNA as substrate incubated for 30 mins by fluorimetric assay	Staphylococcus aureus	244.0 nM
Inhibition of Staphylococcus aureus DNA gyrase assessed as reduction in DNA supercoiling using relaxed pNO1 plasmid DNA as substrate incubated for 30 mins by fluorimetric assay	Staphylococcus aureus	374.0 nM
Inhibition of Escherichia coli topoisomerase 4 assessed as reduction in decatenation using supercoiled pNO1 plasmid DNA as substrate incubated for 30 mins by fluorimetric assay	Escherichia coli	49.0 nM
Inhibition of Staphylococcus aureus Gyrase supercoiling activity assessed as reduction in supercoiling pBR322 DNA by measuring relaxation by bromophenol blue staining based TAE gel method	Staphylococcus aureus	170.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL3317856
DrugBank	DB12134
FDA SRS	DVF0PR037D
Guide to Pharmacology	10817
PDB	JHN
PubChem	25101874
SureChEMBL	SCHEMBL3332319

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).