Pirfenidone (CED0002847)

Record Information
Version1.0
Creation Date2016-05-22 05:03:14 UTC
Update Date2026-08-18 16:01:25 UTC
SynCED IDCED0002847
Secondary Accession Numbers
  • CHEM018186
Identification
Common NamePirfenidone
ClassSmall Molecule
Description
Pirfenidone is an organic compound with the formula C12H11NO and an average molecular weight of 185.22 g/mol. Pirfenidone belongs to the hydropyridines, a subclass of pyridines and derivatives within the organic compounds. It functions as a biological drug (PMC5096843) and is used as a treatment for pulmonary fibrosis (PMC13006651). At the molecular level, it acts as a modulator of the protein target Transforming growth factor beta-1 proprotein (TGFB1). The compound has been recorded in five sources, including healthcare, pharmaceuticals & veterinary products (specifically immunosuppressants), household cleaning & consumer products (non electric simulated smoking devices), building & construction (ceilings), and electrical & electronic equipment (antennas and electrically stimulated smoking devices). The recorded route of exposure for this substance is oral.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
AMR 69ChEBI
AMR-69ChEBI
EsbrietChEBI
PirfenidonaChEBI
PirfenidonumChEBI
5-Methyl-1-phenyl-2-(1H)-pyridoneMeSH
DeskarMeSH
Chemical FormulaC12H11NO
Average Molecular Mass185.222 g/mol
Monoisotopic Mass185.084 g/mol
CAS Registry Number53179-13-8
IUPAC Name5-methyl-1-phenyl-1,2-dihydropyridin-2-one
Traditional Namepirfenidone
SMILESCC1=CN(C(=O)C=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
InChI KeyISWRGOKTTBVCFA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinones. Pyridinones are compounds containing a pyridine ring, which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassHydropyridines
Direct ParentPyridinones
Alternative Parents
Substituents
  • Dihydropyridine
  • Pyridinone
  • Methylpyridine
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.89 g/LALOGPS
logP2ALOGPS
logP2.14ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity57 m³·mol⁻¹ChemAxon
Polarizability20.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4r-1900000000-a2f3d1e268952c4fb975Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-2900000000-b9809376eba9769e9beeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-2900000000-b9809376eba9769e9beeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-291659a6a24a4c32148dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-c967ea7fdf0b54403d1bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udl-9600000000-ffa72230859a8ff50d22Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-cb1b256d672a9977e192Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-efc6ad50e8ce41dc6fdeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ufr-5900000000-2a06156ee30e084eaa4aNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
1170.0 Log mg/kg [660:2100]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionReference
pulmonary fibrosis?is_treatment_forNot AvailablePMC13006651
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementNot Available
CEDs000362Immunosuppressants?Immunosuppressants are synthetic chemicals used to inhibit the immune response, primarily in patients undergoing organ transplants or those with autoimmune disorders.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000495Ceilings?Ceilings in built environments can be a source of synthetic chemical contamination due to the materials used in their construction and finishes.Building & ConstructionNot Available
CEDs000506Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.Electrical & Electronic EquipmentNot Available
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentNot Available
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsNot Available
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsNot Available
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingNot Available
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementNot Available
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementNot Available
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementNot Available
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementNot Available
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsNot Available
CEDs000614Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.Personal care & cosmeticsNot Available
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsNot Available
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsNot Available
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsNot Available
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsNot Available
CEDs000671Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.Aviation & AerospaceNot Available
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionNot Available
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingNot Available
CEDs000732Spectacle Cases?Spectacle cases can serve as a source of synthetic chemical contamination due to the materials used in their production, such as polycarbonate, PVC, and various plastics, which may leach harmful substances over time.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructureNot Available
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsNot Available
Pathways
2 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Regulator of G-protein signaling 8 structureClick to view 3D structureRegulator of G-protein signaling 8P57771HumansPredicted (SEA)
Prediction Confidence Score
0.307
Applicability Domain
0.318
Statistical Significance
2.60e-04
Supporting Reference Compounds
2
E-value
2.02408
Click to view 3D structureGlucose-6-phosphate dehydrogenase-6-phosphogluconolactonaseQ9BHT9Plasmodium bergheiPredicted (SEA)
Prediction Confidence Score
0.29
Applicability Domain
0.325
Statistical Significance
0.0029
Supporting Reference Compounds
105
E-value
22.4206
L,D-transpeptidase 2 structureClick to view 3D structureL,D-transpeptidase 2I6Y9J2Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)
Prediction Confidence Score
0.289
Applicability Domain
0.289 Low confidence
Statistical Significance
2.50e-04
Supporting Reference Compounds
1
E-value
1.94623
Sulfhydryl oxidase 1 structureClick to view 3D structureSulfhydryl oxidase 1O00391HumansPredicted (SEA)
Prediction Confidence Score
0.289
Applicability Domain
0.289 Low confidence
Statistical Significance
2.50e-04
Supporting Reference Compounds
1
E-value
1.94623
YTH domain-containing family protein 1 structureClick to view 3D structureYTH domain-containing family protein 1Q9BYJ9HumansPredicted (SEA)
Prediction Confidence Score
0.289
Applicability Domain
0.289 Low confidence
Statistical Significance
2.50e-04
Supporting Reference Compounds
1
E-value
1.94623
Click to view 3D structureMyosin-14Q6URW6Mus musculusPredicted (SEA)
Prediction Confidence Score
0.288
Applicability Domain
0.288 Low confidence
Statistical Significance
9.00e-05
Supporting Reference Compounds
1
E-value
0.700643
Myosin-7 structureClick to view 3D structureMyosin-7P79293Sus scrofaPredicted (SEA)
Prediction Confidence Score
0.288
Applicability Domain
0.288 Low confidence
Statistical Significance
9.00e-05
Supporting Reference Compounds
1
E-value
0.700643
Click to view 3D structureNonmuscle myosin heavy chainQ789A4Gallus gallusPredicted (SEA)
Prediction Confidence Score
0.288
Applicability Domain
0.288 Low confidence
Statistical Significance
9.00e-05
Supporting Reference Compounds
1
E-value
0.700643
Click to view 3D structureMyosin-2Q9TV63Sus scrofaPredicted (SEA)
Prediction Confidence Score
0.288
Applicability Domain
0.288 Low confidence
Statistical Significance
9.00e-05
Supporting Reference Compounds
1
E-value
0.700643
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)
Prediction Confidence Score
0.286
Applicability Domain
0.394
Statistical Significance
0.0494
Supporting Reference Compounds
372
E-value
384.575
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)
Prediction Confidence Score
0.286
Applicability Domain
0.394
Statistical Significance
0.0646
Supporting Reference Compounds
472
E-value
502.75
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)
Prediction Confidence Score
0.286
Applicability Domain
0.325
Statistical Significance
0.0224
Supporting Reference Compounds
215
E-value
174.538
Pyruvate carboxylase structureClick to view 3D structurePyruvate carboxylaseA0A0H3JRU9Staphylococcus aureus (strain Mu50 / ATCC 700699)Predicted (SEA)
Prediction Confidence Score
0.283
Applicability Domain
0.283 Low confidence
Statistical Significance
6.80e-04
Supporting Reference Compounds
1
E-value
5.29375
Click to view 3D structureMannose-6-phosphate isomeraseP34949HumansPredicted (SEA)
Prediction Confidence Score
0.281
Applicability Domain
0.325
Statistical Significance
9.40e-04
Supporting Reference Compounds
53
E-value
7.31783
Click to view 3D structurePhosphoethanolamine/phosphocholine phosphataseQ8TCT1HumansPredicted (SEA)
Prediction Confidence Score
0.281
Applicability Domain
0.325
Statistical Significance
6.00e-04
Supporting Reference Compounds
24
E-value
4.67095
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)
Prediction Confidence Score
0.28
Applicability Domain
0.325
Statistical Significance
0.0445
Supporting Reference Compounds
425
E-value
346.118
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)
Prediction Confidence Score
0.279
Applicability Domain
0.394
Statistical Significance
0.0628
Supporting Reference Compounds
407
E-value
489.127
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)
Prediction Confidence Score
0.279
Applicability Domain
0.394
Statistical Significance
0.0525
Supporting Reference Compounds
332
E-value
408.942
Click to view 3D structureHexokinaseQ38C41Trypanosoma bruceiPredicted (SEA)
Prediction Confidence Score
0.274
Applicability Domain
0.325
Statistical Significance
7.80e-04
Supporting Reference Compounds
17
E-value
6.07224
Peregrin structureClick to view 3D structurePeregrinP55201HumansPredicted (SEA)
Prediction Confidence Score
0.271
Applicability Domain
0.394
Statistical Significance
0.0097
Supporting Reference Compounds
47
E-value
75.2023
Prothrombin structureClick to view 3D structureProthrombinP00734HumansPredicted (SEA)
Prediction Confidence Score
0.27
Applicability Domain
0.355
Statistical Significance
0.0799
Supporting Reference Compounds
331
E-value
621.937
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.275 Low confidence
Statistical Significance
0.0345
Supporting Reference Compounds
226
E-value
268.891
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.275 Low confidence
Statistical Significance
0.0345
Supporting Reference Compounds
227
E-value
268.891
Click to view 3D structureRegulator of G-protein signaling 4P49798HumansPredicted (SEA)
Prediction Confidence Score
0.264
Applicability Domain
0.318
Statistical Significance
6.60e-04
Supporting Reference Compounds
3
E-value
5.13805
Bromodomain-containing protein 9 structureClick to view 3D structureBromodomain-containing protein 9Q9H8M2HumansPredicted (SEA)
Prediction Confidence Score
0.261
Applicability Domain
0.394
Statistical Significance
0.0073
Supporting Reference Compounds
60
E-value
56.9856
Concentrations
Not Available
External Links
DrugBank IDDB04951
HMDB IDHMDB0256594
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPirfenidone
Chemspider ID37115
ChEBI ID32016
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available