Molecule Details
InChIKeyPZFAZQUREQIODZ-LJQANCHMSA-N
Compound Name(2R)-2-((4-(((3,4-Dihydro-2H-pyrano(2,3-c)pyridin-6-yl)methyl)amino)-1-piperidinyl)methyl)-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione
Canonical SMILESO=c1ccc2ncc(=O)n3c2n1C[C@H]3CN1CCC(NCc2cc3c(cn2)OCCC3)CC1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)4
Pfam Stratification Cross-Family
Avg pChEMBL6.57
SourceChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB12134
Drug NameGepotidacin
CAS Number1075236-89-3
Groups approved investigational
ATC Codes J01XX13
DescriptionGepotidacin is a first-in-class triazaacenaphthylene antibacterial targeting bacterial DNA gyrase and topoisomerase IV.[L52685] Its target is similar to that of fluoroquinolone antibacterials - e.g. [ciprofloxacin] - while being structurally and pharmacologically distinct.[A273755] By inhibiting two...

Categories: Antibacterials for Systemic Use Antiinfectives for Systemic Use BCRP/ABCG2 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring MATE 1 Inhibitors MATE 2 Inhibitors MATE inhibitors Naphthalenes Topoisomerase Inhibitors Triazaacenaphthylene Bacterial Type II Topoisomerase Inhibitor
Cross-references: BindingDB: 50050549 CHEMBL3317856 ChemSpider: 34982930 PDB: JHN PubChem:25101874 PubChem:347828432 RxCUI: 2709212 Wikipedia: Gepotidacin
Target Activities (4)
Target Gene Organism Category Pfam pChEMBL Type Source
P0AES4 gyrA Escherichia coli (strain K12) Pathogen PF03989 PF00521 6.9 IC50 ChEMBL
P0AES6 gyrB Escherichia coli (strain K12) Pathogen PF00204 PF00986 PF21249 PF18053 PF02518 PF01751 6.9 IC50 ChEMBL
P0C1S7 parE Staphylococcus aureus Pathogen PF00204 PF00986 PF02518 PF01751 6.2 IC50 ChEMBL
P0C1U9 parC Staphylococcus aureus Pathogen PF03989 PF00521 6.2 IC50 ChEMBL
DrugBank Target Actions (9)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P0AES4 gyrA DNA gyrase subunit A inhibitor targets
P0AFI2 parC DNA topoisomerase 4 subunit A inhibitor targets
P11388 TOP2A DNA topoisomerase 2-alpha inhibitor targets
P22303 ACHE Acetylcholinesterase inhibitor targets
Q02880 TOP2B DNA topoisomerase 2-beta inhibitor targets
Q86VL8 SLC47A2 Multidrug and toxin extrusion protein 2 inhibitor transporters
Q96FL8 SLC47A1 Multidrug and toxin extrusion protein 1 inhibitor transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 substrate transporters