novobiocin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, produced by Streptomyces strains 1974 303-81-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • novobiocin
  • albamycin
  • cardelmycin
  • cathomycin
  • inamycin
  • streptonivicin
  • novobiocin calcium
  • novobiocin sodium
  • novobiocin sodium salt
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)
  • Molecular weight: 612.63
  • Formula: C31H36N2O11
  • CLOGP: 3.98
  • LIPINSKI: 2
  • HAC: 13
  • HDO: 5
  • TPSA: 196.10
  • ALOGS: -4.80
  • ROTB: 9

Drug dosage:

None

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 40.81 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 0 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Sept. 4, 1964 FDA PHARMACIA AND UPJOHN

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D019384 Nucleic Acid Synthesis Inhibitors
CHEBI has role CHEBI:33281 antibiotics
CHEBI has role CHEBI:33282 antibacterials
CHEBI has role CHEBI:50750 inhibitors of type II topoisomerase
CHEBI has role CHEBI:62868 antihepatotoxic agent
CHEBI has role CHEBI:76971 E.coli metabolites

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.33 acidic
pKa2 8.95 acidic
pKa3 10.13 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
ATP-binding cassette sub-family G member 2 Transporter IC50 4.18 CHEMBL
DNA gyrase Enzyme INHIBITOR CHEMBL CHEMBL
DNA gyrase subunit B Enzyme IC50 6.81 CHEMBL
DNA gyrase subunit B Enzyme IC50 7.43 CHEMBL
ParE Enzyme IC50 5.69 CHEMBL
DNA gyrase subunit B Enzyme Kd 7.55 CHEMBL
DNA gyrase Enzyme IC50 7 CHEMBL
DNA gyrase subunit B Enzyme IC50 6.70 CHEMBL
DNA gyrase subunit B Enzyme IC50 6.90 CHEMBL
DNA gyrase subunit B Enzyme IC50 7.34 CHEMBL
DNA gyrase subunit B Enzyme Ki 8.15 CHEMBL
Genome polyprotein Unclassified IC50 4.85 CHEMBL

External reference:

IDSource
4019861 VUID
N0000147947 NUI
D01209 KEGG_DRUG
4309-70-0 SECONDARY_CAS_RN
4018076 VANDF
4019861 VANDF
C0028458 UMLSCUI
CHEBI:28368 CHEBI
NOV PDB_CHEM_ID
CHEMBL36506 ChEMBL_ID
CHEMBL3183453 ChEMBL_ID
CHEMBL3544972 ChEMBL_ID
D009675 MESH_DESCRIPTOR_UI
DB01051 DRUGBANK_ID
575 INN_ID
17EC19951N UNII
54675769 PUBCHEM_CID
215076 RXNORM
1436 MMSL
5193 MMSL
d01116 MMSL
002761 NDDF
002762 NDDF
002763 NDDF
371187001 SNOMEDCT_US
65403003 SNOMEDCT_US
90220005 SNOMEDCT_US

Pharmaceutical products:

None