Molecule Details
InChIKeyYJQPYGGHQPGBLI-KGSXXDOSSA-N
Compound NameNovobiocin
Canonical SMILESCO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)2
Pfam Stratification Cross-Family
Avg pChEMBL7.42
SourceChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01051
Drug NameNovobiocin
CAS Number303-81-1
Groups approved investigational vet_approved withdrawn
ATC Codes nan
DescriptionNovobiocin is an antibiotic compound derived from _Streptomyces niveus_. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189) Novobiocin sodium, a salt...

Categories: Aminocoumarins Anti-Bacterial Agents Anti-Infective Agents BCRP/ABCG2 Inhibitors Benzopyrans Carbohydrates Coumarins Enzyme Inhibitors Glycosides Heterocyclic Compounds, Fused-Ring Nucleic Acid Synthesis Inhibitors OAT1/SLC22A6 inhibitors OAT3/SLC22A8 Inhibitors OATP1B1/SLCO1B1 Inhibitors OATP1B3 inhibitors Organic Anion Transporting Polypeptide 2B1 Inhibitors Pyrans
Cross-references: BindingDB: 50226181 ChEBI: 28368 CHEMBL36506 ChemSpider: 10226117 Drugs Product Database (DPD): 8547 C05080 PDB: NOV PharmGKB: PA164768819 PubChem:54675769 PubChem:46507250 RxCUI: 7538 Therapeutic Targets Database: DAP001002 Wikipedia: Novobiocin ZINC: ZINC000014879999
Target Activities (2)
Target Gene Organism Category Pfam pChEMBL Type Source
P0A4L9 gyrB Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Pathogen PF00204 PF00986 PF02518 PF01751 7.4 IC50 ChEMBL
P20831 gyrA Staphylococcus aureus Pathogen PF03989 PF00521 7.4 IC50 ChEMBL
DrugBank Target Actions (11)
Target Gene Target Name Action Type
P0A0K8 gyrB DNA gyrase subunit B inhibitor targets
P11388 TOP2A DNA topoisomerase 2-alpha inhibitor targets
Q02880 TOP2B DNA topoisomerase 2-beta inhibitor targets
Q06AK7 Q06AK7 DNA topoisomerase 1 inhibitor targets
O94956 SLCO2B1 Solute carrier organic anion transporter family member 2B1 inhibitor transporters
Q4U2R8 SLC22A6 Solute carrier family 22 member 6 inhibitor transporters
Q8TCC7 SLC22A8 Organic anion transporter 3 inhibitor transporters
Q9NPD5 SLCO1B3 Solute carrier organic anion transporter family member 1B3 inhibitor transporters
Q9NSA0 SLC22A11 Solute carrier family 22 member 11 inhibitor transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 inhibitor transporters
Q9Y6L6 SLCO1B1 Solute carrier organic anion transporter family member 1B1 inhibitor transporters