Tipranavir (CED0006133)

Record Information

Version

1.0

Creation Date

2016-05-22 06:35:40 UTC

Update Date

2026-08-22 10:34:30 UTC

SynCED ID

CED0006133

Secondary Accession Numbers

CHEM019863

Identification

Common Name

Tipranavir

Class

Small Molecule

Description

Tipranavir is an organic compound with the chemical formula C31H33F3N2O5S. Tipranavir belongs to the linear diarylheptanoids, a subclass of diarylheptanoids within the organic compounds. With an average molecular weight of 602.66 g/mol, Tipranavir is a heavy molecule. This compound is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products (specifically antivirals) and electrical & electronic equipment (video games). The recorded route of exposure for this substance is oral. In terms of biological activity, Tipranavir acts as an inhibitor or modulator of two recorded protein targets: Pol polyprotein and Gag-Pol polyprotein (gag-pol).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3'-((1R)-1-((6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)propyl)-5-(trifluoromethyl)-2-pyridinesulfonanilide	ChEBI
Aptivus	Kegg
3'-((1R)-1-((6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)propyl)-5-(trifluoromethyl)-2-pyridinesulphonanilide	Generator
Tipranavir, (R-(r,r))-isomer	MeSH
Tipranavir, (S-(r,r))-isomer	MeSH
Tipranavir, (S-(r,s))-isomer	MeSH

Chemical Formula

C₃₁H₃₃F₃N₂O₅S

Average Molecular Mass

602.664 g/mol

Monoisotopic Mass

602.206 g/mol

CAS Registry Number

174484-41-4

IUPAC Name

N-{3-[(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

Traditional Name

tipranavir

SMILES

[H][C@@](CC)(C1=CC(NS(=O)(=O)C2=NC=C(C=C2)C(F)(F)F)=CC=C1)C1=C(O)C[C@@](CCC)(CCC2=CC=CC=C2)OC1=O

InChI Identifier

InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36-37H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1

InChI Key

SUJUHGSWHZTSEU-FYBSXPHGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Pyridine-2-sulfonamide
Sulfanilide
Phenylpropane
Dihydropyranone
Monocyclic benzene moiety
Pyran
Pyridine
Organosulfonic acid amide
Benzenoid
Heteroaromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Organoheterocyclic compound
Enol
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organofluoride
Organohalogen compound
Carbonyl group
Organic nitrogen compound
Alkyl fluoride
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Alkyl halide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:63628 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

protease inhibitor (PMC11226812 , PMC11226812 )?A chemical that blocks the action of protease
inhibitor (PMC12470081 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0002 g/L	ALOGPS
logP	6.29	ALOGPS
logP	7.14	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	5.92	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.59 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	154.57 m³·mol⁻¹	ChemAxon
Polarizability	60.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ugl-4518749000-d091860c6bd16b05efe5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6r-2912000000-b072642a58ca83226a8e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9701010000-ca1e6c1b1e2713a691c7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0822069000-8e905312861733573a7f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0391121000-48726f30b7ab1a53041e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000j-5920000000-84b97d9d9eef7c125e6a	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2008.0 Log mg/kg [1100:3600]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
AIDS	Not Available	Not Available	Not Available	PMC11226812
human immunodeficiency virus infectious disease	Not Available	Not Available	Not Available	PMC11226812

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000351	Antivirals?Antivirals are synthetic chemicals designed to inhibit the replication of viruses and are widely used in the treatment of viral infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically 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 Equipment	PubChem
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	PubChem
CEDs000539	Video Games?Video games, through their production and disposal processes, can be a source of synthetic chemical contamination.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000559	Non 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 products	PubChem
CEDs000580	Manufacture 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 processing	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000615	Eye 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 & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000643	Headwear?Headwear made from synthetic materials often incorporates chemicals used in the manufacturing and finishing processes, such as dyes, flame retardants, and water repellents.	Textiles, leather & furnishings	PubChem
CEDs000671	Airplanes 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 & Aerospace	PubChem
CEDs000673	Unmanned Aerial Vehicles?Unmanned Aerial Vehicles (UAVs), commonly known as drones, utilize various synthetic chemicals in their manufacturing, operation, and maintenance processes.	Aviation & Aerospace	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

Pathways

2 pathwaysPathway Source: PathBank

Tipranavir Action Pathway

Tipranavir Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	CAAX prenyl protease 1 homolog	Q80W54	Mus musculus	Predicted (SEA)	Prediction Confidence Score 1.0 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 1 E-value 0.0778492
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	Prediction Confidence Score 0.358 Applicability Domain 1.0 Statistical Significance 0.007 Supporting Reference Compounds 215 E-value 54.6502
Click to view 3D structure	Pol polyprotein	Q72874	Human immunodeficiency virus 1	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 1.0 Statistical Significance 0.0036 Supporting Reference Compounds 54 E-value 28.1814
Click to view 3D structure	Cathepsin E	P14091	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 1.0 Statistical Significance 0.0031 Supporting Reference Compounds 30 E-value 24.0554
Click to view 3D structure	Protease	Q9YQ12	Human immunodeficiency virus 1	Predicted (SEA)	Prediction Confidence Score 0.33 Applicability Domain 1.0 Statistical Significance 0.003 Supporting Reference Compounds 31 E-value 23.2769
Click to view 3D structure	Pepsin A-5	P0DJD9	Humans	Predicted (SEA)	Prediction Confidence Score 0.328 Applicability Domain 1.0 Statistical Significance 5.00e-04 Supporting Reference Compounds 11 E-value 3.89246
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.282 Low confidence Statistical Significance 0.5399 Supporting Reference Compounds 1538 E-value 4202.92
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	Prediction Confidence Score 0.247 Applicability Domain 0.282 Low confidence Statistical Significance 0.0476 Supporting Reference Compounds 145 E-value 370.329
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.243 Applicability Domain 0.282 Low confidence Statistical Significance 0.1206 Supporting Reference Compounds 258 E-value 938.939
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.282 Low confidence Statistical Significance 0.106 Supporting Reference Compounds 180 E-value 825.124
Click to view 3D structure	Fatty-acid amide hydrolase 1	O00519	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.283 Low confidence Statistical Significance 0.1436 Supporting Reference Compounds 106 E-value 1118.07
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.282 Low confidence Statistical Significance 0.7464 Supporting Reference Compounds 1498 E-value 5810.43
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.25 Low confidence Statistical Significance 0.724 Supporting Reference Compounds 1245 E-value 5636.44
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.227 Applicability Domain 0.241 Low confidence Statistical Significance 0.7196 Supporting Reference Compounds 1130 E-value 5602.19
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.227 Applicability Domain 0.283 Low confidence Statistical Significance 0.1286 Supporting Reference Compounds 102 E-value 1001.45
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.231 Low confidence Statistical Significance 0.3301 Supporting Reference Compounds 376 E-value 2570.19
Click to view 3D structure	Promotilin	P12872	Humans	Predicted (SEA)	Prediction Confidence Score 0.223 Applicability Domain 0.223 Low confidence Statistical Significance 0.0113 Supporting Reference Compounds 1 E-value 87.7361
Click to view 3D structure	Focal adhesion kinase 1	Q05397	Humans	Predicted (SEA)	Prediction Confidence Score 0.223 Applicability Domain 0.232 Low confidence Statistical Significance 0.5439 Supporting Reference Compounds 615 E-value 4234.53
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.282 Low confidence Statistical Significance 0.4575 Supporting Reference Compounds 593 E-value 3561.29
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.234 Low confidence Statistical Significance 0.4735 Supporting Reference Compounds 532 E-value 3686.55
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.235 Low confidence Statistical Significance 0.3093 Supporting Reference Compounds 292 E-value 2407.72
Click to view 3D structure	Neutrophil collagenase	P22894	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.235 Low confidence Statistical Significance 0.2078 Supporting Reference Compounds 176 E-value 1618.1
Click to view 3D structure	Tyrosine-protein kinase Lck	P06239	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.234 Low confidence Statistical Significance 0.7049 Supporting Reference Compounds 1130 E-value 5487.44
Click to view 3D structure	Alpha-1B adrenergic receptor	P35368	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.231 Low confidence Statistical Significance 0.3135 Supporting Reference Compounds 298 E-value 2440.81
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.221 Applicability Domain 0.231 Low confidence Statistical Significance 0.426 Supporting Reference Compounds 487 E-value 3316.61