TELAPREVIR

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C36H53N7O6
Molecular Weight	679.8493
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of TELAPREVIR

Structure Search

SMILES

[H][C@@]12CCC[C@]1([H])[C@H](N(C2)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)C3=CN=CC=N3)C4CCCCC4)C(C)(C)C)C(=O)N[C@@H](CCC)C(=O)C(=O)NC5CC5

InChI

InChIKey=BBAWEDCPNXPBQM-GDEBMMAJSA-N

InChI=1S/C36H53N7O6/c1-5-10-25(29(44)34(48)39-23-15-16-23)40-33(47)28-24-14-9-13-22(24)20-43(28)35(49)30(36(2,3)4)42-32(46)27(21-11-7-6-8-12-21)41-31(45)26-19-37-17-18-38-26/h17-19,21-25,27-28,30H,5-16,20H2,1-4H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t22-,24-,25-,27-,28-,30+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C36H53N7O6
Molecular Weight	679.8493
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:26 UTC 2023` Edited by `admin` on `Fri Dec 15 16:04:26 UTC 2023`
Record UNII	655M5O3W0U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TELAPREVIR

Official Name

English

Telaprevir [WHO-DD]

Common Name

English

VRT-111950

Code

English

VX-950

Code

English

TELAPREVIR [JAN]

Common Name

English

LY 570310

Code

English

INCIVO

Brand Name

English

VRT 111950

Code

English

telaprevir [INN]

Common Name

English

(1S,3aR,6aS)-2-[(2S)-2-[[(2S)-Cyclohexyl[(pyrazinylcarbonyl)amino]acetyl]amino]-3,3-dimethylbutanoyl]-N-[(1S)-1-[(cyclopropylamino)oxoacetyl]butyl] octahydrocyclopenta[c]pyrrole-1-carboxamide

Common Name

English

TELAPREVIR [ORANGE BOOK]

Common Name

English

TELAPREVIR [USAN]

Common Name

English

LY-570310

Code

English

MP 424

Code

English

INCIVEK

Brand Name

English

TELAPREVIR [VANDF]

Common Name

English

CYCLOPENTA(C)PYRROLE-1-CARBOXAMIDE, (2S)-2-CYCLOHEXYL-N-(PYRAZINYLCARBONYL)GLYCYL-3-METHYL-L-VALYL-N-((1S)-1-((CYCLOPROPYLAMINO)OXOACETYL)BUTYL)OCTAHYDRO-, (1S,3AR,6AS)-

Common Name

English

VX 950

Code

English

MP-424

Code

English

TELAPREVIR [MI]

Common Name

English

TELAPREVIR [MART.]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QJ05AE11

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

EMA ASSESSMENT REPORTS

INCIVO (AUTHORIZED: HEPATITIS C, CHRONIC)

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

NDF-RT

N0000182639

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

NCI_THESAURUS

C783

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

LIVERTOX

NBK548138

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

NCI_THESAURUS

C281

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

WHO-ATC

J05AP02

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

WHO-ATC

J05AE11

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

Code System Code Type Description

FDA UNII

655M5O3W0U

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

HSDB

8125

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

USAN

SS-135

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

CAS

402957-28-2

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

MESH

C486464

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

NDF-RT

N0000190114

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

Cytochrome P450 3A Inhibitors [MoA]

NDF-RT

N0000190109

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

Organic Anion Transporting Polypeptide 2B1 Inhibitors [MoA]

EVMPD

SUB31651

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

NDF-RT

N0000182638

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

HCV NS3/4A Protease Inhibitors [MoA]

DRUG BANK

DB05521

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

DRUG CENTRAL

4173

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

INN

8686

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

NCI_THESAURUS

C81603

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

EPA CompTox

DTXSID40193304

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

PUBCHEM

3010818

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

CHEBI

68595

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

LACTMED

Telaprevir

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

SMS_ID

100000124179

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

RXCUI

1102261

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

RxNorm

NDF-RT

N0000185503

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

P-Glycoprotein Inhibitors [MoA]

NDF-RT

N0000190107

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

Organic Anion Transporting Polypeptide 1B1 Inhibitors [MoA]

MERCK INDEX

m10526

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

Merck Index

ChEMBL

CHEMBL231813

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

WIKIPEDIA

TELAPREVIR

Created by admin on Fri Dec 15 16:04:26 UTC 2023 , Edited by admin on Fri Dec 15 16:04:26 UTC 2023

PRIMARY

Related Record Type Details


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					655M5O3W0U

EXCRETED UNCHANGED

Qualification:

FECAL

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Comments:

The protein binding is concentration dependent and decreases with increasing telaprevir concentrations at all concentrations of human serum albumin (HSA) and α-1-acid glycoprotein (AAG). In addition, protein binding of telaprevir is affected by the concentration of HSA and AAG.

Interaction Type:

BINDING

Amount:

Related Record Type Details


					ZDU3WB34L8

TELAPREVIR, (.ALPHA.-KETOAMIDE BOND REDUCED)-

METABOLITE INACTIVE -> PARENT


					52YTW6K39W

METABOLITE LESS ACTIVE -> PARENT

Comments:

Approximately 30-fold less potent than telaprevir.

Interaction Type:

MAJOR

Qualification:

PLASMA


					RH5TAU3X9J

(3S,3AS,6AR)-2-((2S)-2-(((2S)-2-AMINO-2-CYCLOHEXYL-ACETYL)AMINO)-3,3-DIMETHYL-BUTANOYL)-N-((1S)-1-(2-(CYCLOPROPYLAMINO)-2-OXO-ACETYL)BUTYL)-3,3A,4,5,6,6A-HEXAHYDRO-1H-CYCLOPENTA(C)PYRROLE-3-CARBOXAMIDE

METABOLITE -> PARENT


					2WB23298SP

PYRAZINOIC ACID

METABOLITE -> PARENT


					TST2KY7NE6

(3S,3AS,6AR)-2-((2S)-2-(((2S)-2-CYCLOHEXYL-2-(PYRAZINE-2-CARBONYLAMINO)ACETYL)AMINO)-3,3-DIMETHYL-BUTANOYL)-3,3A,4,5,6,6A-HEXAHYDRO-1H-CYCLOPENTA(C)PYRROLE-3-CARBOXAMIDE

METABOLITE -> PARENT

Related Record Type Details


					655M5O3W0U

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				single dose

Volume of Distribution	PHARMACOKINETIC