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

Stem definitionDrug idCAS RN
1857 12650-69-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • mupirocin
  • mupricin
  • pseudomonic acid
  • turixin
  • mupirocin calcium
  • bactroban
  • BRL 4910A
A topically used antibiotic from a strain of Pseudomonas fluorescens. It has shown excellent activity against gram-positive staphylococci and streptococci. The antibiotic is used primarily for the treatment of primary and secondary skin disorders, nasal infections, and wound healing.
  • Molecular weight: 500.63
  • Formula: C26H44O9
  • CLOGP: 1.54
  • LIPINSKI: 1
  • HAC: 9
  • HDO: 4
  • TPSA: 146.05
  • ALOGS: -4.28
  • ROTB: 17

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1987 FDA GLAXOSMITHKLINE

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Macular degeneration 40.19 13.35 23 10218 7182 46668639
Purpura senile 37.21 13.35 11 10230 624 46675197
Nasal vestibulitis 35.99 13.35 6 10235 19 46675802
Tarsal tunnel syndrome 32.58 13.35 10 10231 645 46675176
Toxicity to various agents 30.39 13.35 5 10236 211761 46464060
Resorption bone increased 27.25 13.35 10 10231 1117 46674704
Vestibular disorder 25.38 13.35 10 10231 1356 46674465
Appetite disorder 24.65 13.35 15 10226 5239 46670582
Cellulitis 23.13 13.35 49 10192 70239 46605582
Thrombophlebitis superficial 22.75 13.35 14 10227 4989 46670832
Staphylococcal infection 22.28 13.35 33 10208 35738 46640083
Sinusitis 21.54 13.35 70 10171 129698 46546123
Skin warm 18.96 13.35 12 10229 4491 46671330
Hyperchlorhydria 18.95 13.35 8 10233 1294 46674527
Hospitalisation 18.37 13.35 42 10199 63343 46612478
Folate deficiency 16.82 13.35 8 10233 1710 46674111
Bronchial oedema 16.54 13.35 4 10237 104 46675717
Dystrophic calcification 16.43 13.35 4 10237 107 46675714
Dysphoria 16.32 13.35 11 10230 4578 46671243
Vertigo positional 16.31 13.35 9 10232 2621 46673200
Therapy interrupted 15.07 13.35 15 10226 10776 46665045
Skin infection 14.45 13.35 15 10226 11324 46664497
Arthropod bite 13.94 13.35 11 10230 5830 46669991
Malnutrition 13.49 13.35 16 10225 13987 46661834
Haemorrhagic diathesis 13.45 13.35 9 10232 3699 46672122

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Nasal vestibulitis 50.06 15.75 8 6258 19 29946193
Food aversion 40.55 15.75 10 6256 297 29945915
Staphylococcal infection 36.55 15.75 38 6228 30186 29916026
Pain of skin 30.13 15.75 15 6251 3718 29942494
Toxicity to various agents 24.25 15.75 4 6262 177179 29769033
Skin discolouration 23.04 15.75 22 6244 15772 29930440
Cellulitis 18.17 15.75 34 6232 46750 29899462
Cheilitis 18.01 15.75 9 6257 2247 29943965
Exercise tolerance decreased 16.09 15.75 10 6256 3802 29942410

Pharmacologic Action:

SourceCodeDescription
ATC D06AX09 DERMATOLOGICALS
ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
ANTIBIOTICS FOR TOPICAL USE
Other antibiotics for topical use
ATC R01AX06 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Other nasal preparations
FDA EPC N0000175515 RNULL Synthetase Inhibitor Antibacterial
FDA MoA N0000175516 RNULL Synthetase Inhibitors
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D011500 Protein Synthesis Inhibitors
CHEBI has role CHEBI:36047 antibacterial drugs
CHEBI has role CHEBI:48001 protein synthesis inhibitors
CHEBI has role CHEBI:35441 anti-infective drugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Impetigo indication 48277006 DOID:8504
Staph Aureus Traumatic Skin Lesion Infection indication
Methicillin-Resistant Staphylococcus Aureus Nasal Colonization indication
Traumatic Skin Lesion Streptococcus Pyogenes Infection indication
Folliculitis off-label use 13600006 DOID:4409
Atopic dermatitis off-label use 24079001 DOID:3310
Eczema off-label use 43116000
Epidermolysis bullosa off-label use 61003004 DOID:2730
Ecthyma off-label use 85791004
Furunculosis off-label use 112650006
Minor Bacterial Skin Infections off-label use
Skin irritation contraindication 367466007

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.76 acidic
pKa2 12.42 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
Isoleucine--tRNA ligase, cytoplasmic Enzyme IC50 9.10 CHEMBL
Isoleucine--tRNA ligase Enzyme INHIBITOR DRUGBANK CHEMBL
Isoleucine--tRNA ligase Enzyme INHIBITOR CHEMBL CHEMBL
Isoleucine--tRNA ligase Enzyme WOMBAT-PK

External reference:

IDSource
4019345 VUID
N0000147519 NUI
D01076 KEGG_DRUG
115074-43-6 SECONDARY_CAS_RN
4019345 VANDF
4021018 VANDF
C0733863 UMLSCUI
CHEBI:7025 CHEBI
MRC PDB_CHEM_ID
CHEMBL719 ChEMBL_ID
CHEMBL2068726 ChEMBL_ID
CHEMBL3989715 ChEMBL_ID
D016712 MESH_DESCRIPTOR_UI
446596 PUBCHEM_CID
DB00410 DRUGBANK_ID
10916 IUPHAR_LIGAND_ID
5276 INN_ID
D0GX863OA5 UNII
221128 RXNORM
198973 MMSL
47751 MMSL
5138 MMSL
5139 MMSL
720 MMSL
002802 NDDF
005869 NDDF
387397004 SNOMEDCT_US
441528009 SNOMEDCT_US
71453003 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 0093-1010 OINTMENT 20 mg TOPICAL ANDA 23 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 0168-0352 OINTMENT 20 mg TOPICAL ANDA 23 sections
BACTROBAN HUMAN PRESCRIPTION DRUG LABEL 1 16590-028 CREAM 20 mg TOPICAL NDA 22 sections
MUPIROCIN HUMAN PRESCRIPTION DRUG LABEL 1 16590-158 OINTMENT 20 mg TOPICAL ANDA 16 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 16714-055 CREAM 20 mg TOPICAL ANDA 28 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 17856-0112 OINTMENT 20 mg TOPICAL ANDA 20 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 21695-188 OINTMENT 20 mg TOPICAL ANDA 19 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 42254-137 OINTMENT 20 mg TOPICAL ANDA 19 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 42254-229 OINTMENT 20 mg TOPICAL ANDA 20 sections
CENTANY HUMAN PRESCRIPTION DRUG LABEL 1 43538-300 OINTMENT 20 mg TOPICAL NDA 26 sections
Centany AT HUMAN PRESCRIPTION DRUG LABEL 1 43538-310 OINTMENT 20 mg TOPICAL NDA 26 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 45802-112 OINTMENT 20 mg TOPICAL ANDA 24 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 45865-722 OINTMENT 20 mg TOPICAL ANDA 20 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 49999-644 OINTMENT 20 mg TOPICAL ANDA 20 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50090-1587 OINTMENT 20 mg TOPICAL ANDA 24 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50090-4349 OINTMENT 20 mg TOPICAL ANDA 24 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50090-4397 OINTMENT 20 mg TOPICAL ANDA 24 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50268-568 OINTMENT 20 mg TOPICAL ANDA 25 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50436-0112 OINTMENT 20 mg TOPICAL ANDA 24 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50436-0180 OINTMENT 20 mg TOPICAL ANDA 22 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 50436-1010 OINTMENT 20 mg TOPICAL ANDA 23 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 51672-1312 OINTMENT 20 mg TOPICAL ANDA 25 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 51672-1370 CREAM 20 mg TOPICAL ANDA 28 sections
mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 52959-743 OINTMENT 20 mg TOPICAL ANDA 20 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 53002-9850 OINTMENT 20 mg TOPICAL ANDA 22 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 53002-9851 OINTMENT 20 mg TOPICAL ANDA 24 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 53002-9852 OINTMENT 20 mg TOPICAL ANDA 23 sections
BACTROBAN HUMAN PRESCRIPTION DRUG LABEL 1 54868-4325 OINTMENT 20 mg TOPICAL NDA 23 sections
Bactroban HUMAN PRESCRIPTION DRUG LABEL 1 54868-4642 CREAM 20 mg TOPICAL NDA 23 sections
Mupirocin HUMAN PRESCRIPTION DRUG LABEL 1 54868-4958 OINTMENT 20 mg TOPICAL ANDA 19 sections