Ritonavir (CED0001489)

Record Information

Version

1.0

Creation Date

2016-05-22 06:35:48 UTC

Update Date

2026-08-22 12:03:55 UTC

Accession Number

CHEM019867

Identification

Common Name

Ritonavir

Class

Small Molecule

Description

Ritonavir is an organic compound with the chemical formula C37H48N6O5S2. Ritonavir belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 720.94 g/mol, Ritonavir is a heavy molecule. This compound is found in or released from two recorded sources: antennas in electrical and electronic equipment and antivirals in healthcare, pharmaceuticals, and veterinary products. The recorded route of exposure for this substance is oral. Ritonavir interacts with three recorded protein targets, serving as an activator or inhibitor of Pol polyprotein, as well as targeting the Gag-Pol polyprotein (gag-pol) and Nuclear receptor subfamily 1 group I member 2 (NR1I2).

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Norvir	Kegg
Abbott 84538	HMDB
538, ABT	HMDB
ABT-538	HMDB
ABT 538	HMDB

Chemical Formula

C₃₇H₄₈N₆O₅S₂

Average Molecular Mass

720.944 g/mol

Monoisotopic Mass

720.313 g/mol

CAS Registry Number

155213-67-5

IUPAC Name

1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate

Traditional Name

ritonavir

SMILES

CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1

InChI Key

NCDNCNXCDXHOMX-XGKFQTDJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids and derivatives. N-carbamoyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an carbamoyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-carbamoyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Valine or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
2,4-disubstituted 1,3-thiazole
Monocyclic benzene moiety
Fatty amide
Fatty acyl
N-acyl-amine
Benzenoid
Azole
Heteroaromatic compound
Carbamic acid ester
Thiazole
Carboxamide group
Urea
Carbonic acid derivative
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

carbamate ester (CHEBI:45409 )
ureas (CHEBI:45409 )
1,3-thiazole (CHEBI:45409 )
carboxamide (CHEBI:45409 )
L-valine derivative (CHEBI:45409 )

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

Not Available

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	0.0013 g/L	ALOGPS
logP	4.24	ALOGPS
logP	5.22	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	2.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.78 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	194.59 m³·mol⁻¹	ChemAxon
Polarizability	77.4 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 GC-MS	Predicted GC-MS Spectrum	splash10-00mp-8670529100-3954882109d6e535e591	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0000040900-e9dc614463601a1c3dd2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0920000000-fb7e9eec3c4517a4ccfd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0r0r-0000209000-f8dc66aebfcb8d1ee782	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0005-0920000000-c12cee7c411b89070236	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0010000900-3ae7e7ad9d57c22d3932	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kb-0290000000-6a3201b00601db4afaa0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0090100100-4cc1c98991c6a5a6480b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0010000900-452a2165cb00b246b72f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0090100100-c780572b42bde0af761c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00r2-0890300200-f59b087405b85f1cbc70	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-0690000000-5e0ee9913c1179bd89cb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-0790000000-e670b81ff961dafdfef1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kb-0190000000-1d9d5de9325419431bdd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-0690000000-087c73e8813347d6d309	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fk9-0920411700-c3a50f415656af90e59a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dl-0920200000-79927271b2c0e85fc1c3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-3920000000-99a4f5a7ce28f04a2716	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uxr-3910025300-6c62c0d75b7173f91646	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-5932147200-a639a1bd59a42a445759	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-9000000000-4825afefb6430d347a1a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02t9-1453012900-64ecb833a96b77ff28e5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000f-9205513200-af07698041b04b491aa1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06uu-4900002000-6dededfdad35042e5002	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-0790100200-ff28547a81851ed15269	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-1910000000-7d5614dc0ce74add538a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fu-1900000000-0b996e92c835ee556ae8	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
899.0	Log mg/kg	[510:1600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
351	Antivirals	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Ritonavir Action Pathway

Ritonavir Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytochrome P450 3A5	P20815	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Vasopressin V1a receptor	P37288	Humans	Predicted (SEA)	51.8476
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	19.3066
Click to view 3D structure	Cathepsin B	P07858	Humans	Predicted (SEA)	123.157
Click to view 3D structure	Calpain-1 catalytic subunit	P07384	Humans	Predicted (SEA)	59.0097
Click to view 3D structure	Procathepsin L	P07711	Humans	Predicted (SEA)	163.016
Click to view 3D structure	Multidrug and toxin extrusion protein 1	Q96FL8	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	1.79053
Click to view 3D structure	Protease	Q9YQ12	Human immunodeficiency virus 1	Predicted (SEA)	1.16774
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	5.68299
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	21.0193
Click to view 3D structure	Pol polyprotein	Q72874	Human immunodeficiency virus 1	Predicted (SEA)	6.46149
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	17.5939
Click to view 3D structure	UDP-glucuronosyltransferase 1A1	P22309	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	189.796
Click to view 3D structure	Thromboxane-A synthase	P24557	Humans	Predicted (SEA)	3.65891
Click to view 3D structure	Substance-K receptor	P21452	Humans	Predicted (SEA)	50.602
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	53.6381
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	137.248
Click to view 3D structure	Solute carrier organic anion transporter family member 1B1	Q9Y6L6	Humans	Predicted (SEA)	7.55137
Click to view 3D structure	Solute carrier organic anion transporter family member 1B3	Q9NPD5	Humans	Predicted (SEA)	5.3716
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	10.0426
Click to view 3D structure	Solute carrier organic anion transporter family member 2B1	O94956	Humans	Predicted (SEA)	5.44945
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	O75469	Humans	Predicted (SEA)	21.0971
Click to view 3D structure	Calpain-1 catalytic subunit	P00789	Gallus gallus	Predicted (SEA)	17.9053

Concentrations

Status	Value	Unit	Sample Location	Reference
Detected and Quantified	40	ng/L	Bioggio,Lugano	24417318
Detected and Quantified	31	ng/L	Uetendorf,Thun	24417318
Detected and Quantified	47	ng/L	Vernier,Aïre	24417318
Detected and Quantified	35	ng/L	Winterthur	24417318
Detected and Quantified	95	ng/L	Werdhölzli,Zürich	24417318
Detected and Quantified	35	ng/L	Affoltern,Zwillikon	24417318