What is the molecular formula of R-Boceprevir?

R-Boceprevir has a molecular formula of C 27 H 45 N 5 O 5

What is the InChI Key of R-Boceprevir molecule?

The InChI Key of R-Boceprevir is: LHHCSNFAOIFYRV-MUPNANLLSA-N.

What is the molecular weight of R-Boceprevir?

R-Boceprevir presents a molecular weight of 519.677 g/mol.

R-Boceprevir

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for R-Boceprevir are summarized together with 3D and 2D structures and relevant physico-chemical properties.

Table of Contents

1. What is R-Boceprevir?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the R-Boceprevir?

The molecule R-Boceprevir presents a molecular formula of C₂₇H₄₅N₅O₅ and its IUPAC name is (1R,2S,5S)-N-[(2R)-4-amino-1-cyclobutyl-3,4-dioxobutan-2-yl]-3-[(2S)-2-(tert-butylcarbamoylamino)-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide.

R-Boceprevir is a molecule that is being investigated as a potential treatment for hepatitis C. It is a prodrug of boceprevir, which is an inhibitor of the hepatitis C virus NS3/4A protease. R-Boceprevir is being developed by Roche and is in clinical trials..

Hepatitis C is a serious viral infection that can lead to liver damage and death. There is no cure for hepatitis C, and treatment options are limited. Boceprevir is a protease inhibitor that has shown promise in treating hepatitis C..

R-Boceprevir is a prodrug of boceprevir. Prodrugs are inactive compounds that are converted into active compounds in the body. In the case of R-Boceprevir, it is converted into boceprevir in the liver..

Boceprevir is an inhibitor of the hepatitis C virus NS3/4A protease. Proteases are enzymes that break down proteins. The NS3/4A protease is responsible for breaking down proteins needed for the hepatitis C virus to replicate. By inhibiting this protease, boceprevir prevents the virus from replicating..

R-Boceprevir is being developed by Roche. Roche is a global pharmaceutical company with headquarters in Switzerland. The company has a long history of innovation and is committed to developing new treatments for serious diseases..

R-Boceprevir is in clinical trials. Clinical trials are research studies that test the safety and effectiveness of new treatments. R-Boceprevir is currently being tested in a Phase III clinical trial. This is the final stage of testing before a treatment is approved for use by the US Food and Drug Administration (FDA)..

The Phase III clinical trial of R-Boceprevir is enrolling patients with hepatitis C who have not been treated before. The trial is expected to last for 48 weeks..

R-Boceprevir has the potential to be a safe and effective treatment for hepatitis C. If the Phase III clinical trial is successful, R-Boceprevir could be approved for use by the FDA and become available to patients in the United States..

3D structure

Cartesian coordinates

Geometry of R-Boceprevir in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

R-Boceprevir LHHCSNFAOIFYRV-MUPNANLLSA-N chemical compound 2D structure molecule svg — R-Boceprevir

Molecule descriptors

IUPAC name	(1R,2S,5S)-N-[(2R)-4-amino-1-cyclobutyl-3,4-dioxobutan-2-yl]-3-[(2S)-2-(tert-butylcarbamoylamino)-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
InChI code	InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16+,17-,18-,20+/m0/s1
InChI Key	LHHCSNFAOIFYRV-MUPNANLLSA-N
SMILES	CC(C)(C)NC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@H](CC1CCC1)C(=O)C(N)=O)C2(C)C)C(C)(C)C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

(1R,2S,5S)-N-((1R)-3-AMINO-1-(CYCLOBUTYLMETHYL)-2,3-DIOXOPROPYL)-3-((2S)-2-((((1,1-DIMETHYLETHYL)AMINO)CARBONYL)AMINO)-3,3-DIMETHYL-1-OXOBUTYL)-6,6-DIMETHYL-3-AZABICYCLO(3.1.0)HEXANE-2-CARBOXAMIDE
(1S,4S,5R)-N-((1R)-3-AMINO-1-(CYCLOBUTYLMETHYL)-2,3-DIOXO-PROPYL)-3-((2S)-2-(TERT-BUTYLCARBAMOYLAMINO)-3,3-DIMETHYL-BUTANOYL)-6,6-DIMETHYL-3-AZABICYCLO(3.1.0)HEXANE-4-CARBOXAMIDE
3-Azabicyclo(3.1.0)hexane-2-carboxamide, N-((1R)-3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl)-3-((2S)-2-((((1,1-dimethylethyl)amino)carbonyl)amino)-3,3-dimethyl-1-oxobutyl)-6,6-dimethyl-, (1R,2S,5S)-
569677-41-4
BOCEPREVIR METABOLITE (SCH534129)
D92PVZ9T6F
R-Boceprevir
SCH534129
Sch 534129
Sch-534129

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC14210457
UNII-D92PVZ9T6F
CHEMBL3542272
SCHEMBL785184

Physico-Chemical properties

IUPAC name	(1R,2S,5S)-N-[(2R)-4-amino-1-cyclobutyl-3,4-dioxobutan-2-yl]-3-[(2S)-2-(tert-butylcarbamoylamino)-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
Molecular formula	C₂₇H₄₅N₅O₅
Molecular weight	519.677
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	144.39
LogP	3.5
Topological polar surface area	150.7

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(K_ow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å² are required. Thus, molecules with a polar surface area greater than 140 Å² tend to be poorly permeable to cell membranes.