flufenamic acid 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 ┬ÁM/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

Pharmacologic Action:

SourceCodeDescription
ATC M01AG03 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Fenamates
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory drug
CHEBI has role CHEBI:35481 non-narcotic analgesic
CHEBI has role CHEBI:35493 antipyretic
MeSH PA D000893 Anti-Inflammatory Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Pain indication 22253000

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
Transient receptor potential cation channel subfamily M member 4 Ion channel IC50 5.55 CHEMBL
Transient receptor potential cation channel subfamily M member 2 Ion channel IC50 4.15 CHEMBL
Aldose reductase Enzyme IC50 4 CHEMBL
Transient receptor potential cation channel subfamily M member 5 Ion channel IC50 4.62 WOMBAT-PK
Aldo-keto reductase family 1 member C3 Enzyme IC50 6.10 WOMBAT-PK
Aldo-keto reductase family 1 member C2 Enzyme IC50 6 WOMBAT-PK
Aldo-keto reductase family 1 member C1 Enzyme IC50 5.22 WOMBAT-PK
Androgen receptor Nuclear hormone receptor IC50 4.12 WOMBAT-PK
Transthyretin Secreted Kd 7.25 WOMBAT-PK
Aldo-keto reductase family 1 member B10 Enzyme IC50 6.12 CHEMBL
Potassium channel subfamily T member 2 Ion channel ACTIVATOR EC50 8.85 IUPHAR
Taste receptor type 2 member 14 GPCR AGONIST EC50 6.86 SCIENTIFIC LITERATURE
Myeloperoxidase Enzyme IC50 5.74 CHEMBL
Transient receptor potential cation channel subfamily M member 4 Unclassified GATING INHIBITOR IC50 5.60 IUPHAR

External reference:

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

Pharmaceutical products:

None