FALDAPREVIR

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H49BrN6O9S
Molecular Weight	869.821
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]1(C[C@]1(NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)OC3CCCC3)C(C)(C)C)OC4=C5C=CC(OC)=C(Br)C5=NC(=C4)C6=CSC(NC(=O)C(C)C)=N6)C(O)=O)C=C

InChI

InChIKey=LLGDPTDZOVKFDU-XUHJSTDZSA-N

InChI=1S/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/t21-,23-,27+,32-,40-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C40H49BrN6O9S
Molecular Weight	869.821
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25749475 | https://www.ncbi.nlm.nih.gov/pubmed/25633983 | https://www.ncbi.nlm.nih.gov/pubmed/24373080

Faldaprevir is a potent hepatitis C virus (HCV) NS3/4A protease inhibitor developed by Boehringer-Ingelheim for the treatment of hepatitis C. Faldaprevir in combination with pegylated interferon and ribavirin, or interferon-free treatment with faldaprevir in combination with deleobuvir plus ribavirin provides high sustained virological response rates for HCV genotype 1 infection. The most common adverse events were gastrointestinal disorders, rash, and photosensitivity. The interferon-free combination of faldaprevir and deleobuvir with ribavirin was effective for HCV genotype 1 infection, although further improvements will still be needed. Boehringer announced in 2014 that it would not pursue approval of the drug any more because of better HCV treatments having become available.

Approval Year

PubMed

Title	Date	PubMed
Peptide backbone replacement of hepatitis C virus NS3 serine protease C-terminal cleavage product analogs: discovery of potent succinamide inhibitors.	2013 Aug 1	23773863

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:05:41 GMT 2023` Edited by `admin` on `Sat Dec 16 16:05:41 GMT 2023`
Record UNII	958X4J301A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FALDAPREVIR

Official Name

English

faldaprevir [INN]

Common Name

English

BI-201335

Code

English

BI201335

Code

English

FALDAPREVIR [USAN]

Common Name

English

Faldaprevir [WHO-DD]

Common Name

English

(1R,2S)-1-((2S,4R)-4-((8-BROMO-7-METHOXY-2-(2-(2-METHYLPROPANAMIDO)-1,3-THIAZOL-4-YL)QUINOLIN-4-YL)OXY)-1-((2S)-2-(((CYCLOPENTYLOXY)CARBONYL)AMINO)-3,3-DIMETHYLBUTANOYL)PYRROLIDINE-2-CARBOXAMIDO)-2-ETHENYLCYCLOPROPANE-1-CARBOXYLIC ACID

Common Name

English

Classification Tree Code System Code

WHO-ATC

J05AP04