flufenamic acid ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
anti-inflammatory, anthranilic acid derivatives 1193 530-78-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • flufenamic acid
  • fluphenamic acid
An anthranilic acid derivative with analgesic, anti-inflammatory, and antipyretic properties. It is used in musculoskeletal and joint disorders and administered by mouth and topically. (From Martindale, The Extra Pharmacopoeia, 30th ed, p16)
  • Molecular weight: 281.23
  • Formula: C14H10F3NO2
  • CLOGP: 5.38
  • LIPINSKI: 1
  • HAC: 3
  • HDO: 2
  • TPSA: 49.33
  • ALOGS: -4.55
  • ROTB: 4

Drug dosage:

DoseUnitRoute
0.50 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.03 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 7 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 30.48 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1963 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC M01AG03 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Fenamates
MeSH PA D000893 Anti-Inflammatory Agents
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory agent
CHEBI has role CHEBI:35493 anti-pyretic
CHEBI has role CHEBI:35544 cyclooxygenase inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Pain indication 22253000




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.21 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
Prostaglandin G/H synthase 2 Enzyme INHIBITOR IC50 6.93 WOMBAT-PK KEGG DRUG
Prostaglandin G/H synthase 1 Enzyme INHIBITOR IC50 5.52 WOMBAT-PK KEGG DRUG
Transthyretin Secreted Kd 7.25 WOMBAT-PK
Androgen receptor Nuclear hormone receptor IC50 4.12 WOMBAT-PK
Aldose reductase Enzyme IC50 4 CHEMBL
Aldo-keto reductase family 1 member C1 Enzyme IC50 5.22 WOMBAT-PK
Aldo-keto reductase family 1 member C2 Enzyme IC50 6 WOMBAT-PK
Aldo-keto reductase family 1 member C3 Enzyme IC50 6.10 WOMBAT-PK
Potassium channel subfamily K member 2 Ion channel EC50 4 CHEMBL
Myeloperoxidase Enzyme IC50 5.74 CHEMBL
Potassium channel subfamily T member 2 Ion channel ACTIVATOR EC50 8.85 IUPHAR
Transient receptor potential cation channel subfamily A member 1 Ion channel EC50 5.16 CHEMBL
Transient receptor potential cation channel subfamily M member 2 Ion channel IC50 4.15 CHEMBL
Transient receptor potential cation channel subfamily M member 4 Ion channel IC50 5.55 CHEMBL
Aldo-keto reductase family 1 member B10 Enzyme IC50 6.12 CHEMBL
Transient receptor potential cation channel subfamily M member 5 Ion channel IC50 4.62 WOMBAT-PK
Transcriptional enhancer factor TEF-3 Transcription factor IC50 4.27 CHEMBL
Nicotinate phosphoribosyltransferase Enzyme Ki 11 CHEMBL
Taste receptor type 2 member 14 GPCR AGONIST EC50 6.86 SCIENTIFIC LITERATURE
Prostaglandin G/H synthase 1 Enzyme IC50 4.85 CHEMBL
Transient receptor potential cation channel subfamily M member 4 Ion channel GATING INHIBITOR IC50 5.60 IUPHAR

External reference:

IDSource
N0000166663 NUI
D01581 KEGG_DRUG
C0016282 UMLSCUI
CHEBI:42638 CHEBI
FLF PDB_CHEM_ID
CHEMBL23588 ChEMBL_ID
DB02266 DRUGBANK_ID
D005439 MESH_DESCRIPTOR_UI
3371 PUBCHEM_CID
2447 IUPHAR_LIGAND_ID
1495 INN_ID
60GCX7Y6BH UNII
4453 RXNORM
004195 NDDF
1156232002 SNOMEDCT_US

Pharmaceutical products:

None