EFEPRISTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H52N8O10
Molecular Weight	852.9313
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1NC(=O)[C@@H](NC(=O)C2=NC=CC=C2O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]3CC(=O)CCN3C(=O)[C@H](CC4=CC=C(NC)C=C4)N(C)C(=O)[C@@H]5CCCN5C1=O)C6=CC=CC=C6

InChI

InChIKey=PCOXSOQWQVRJCH-RIECGXCRSA-N

InChI=1S/C44H52N8O10/c1-5-30-41(58)51-21-10-13-31(51)42(59)50(4)33(23-26-15-17-28(45-3)18-16-26)43(60)52-22-19-29(53)24-32(52)38(55)49-36(27-11-7-6-8-12-27)44(61)62-25(2)35(39(56)47-30)48-40(57)37-34(54)14-9-20-46-37/h6-9,11-12,14-18,20,25,30-33,35-36,45,54H,5,10,13,19,21-24H2,1-4H3,(H,47,56)(H,48,57)(H,49,55)/t25-,30-,31+,32+,33+,35+,36+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C44H52N8O10
Molecular Weight	852.9313
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800006281 | https://www.ncbi.nlm.nih.gov/pubmed/11178336 | https://www.ncbi.nlm.nih.gov/pubmed/10197038

Efepristin (RPR 106972) is an oral streptogramin consisting of two synergistic components RPR 112808 (pristinamycin IB) and RPR 106950 (pristinamycin IIB). It demonstrated activity against Gram-positive microorganisms in vitro and in vivo, including those with multi-drug resistance. The streptogramins inhibit bacterial growth by disrupting the translation of mRNA into protein.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vitro antimicrobial activity and MIC quality control guidelines of RPR 106972 (RPR 112808/RPR106950): a novel orally administered streptogramin combination. The Quality Control Study Group.	1997 Jul	9294704
Comparative activity of quinupristin/dalfopristin and RPR 106972 and the effect of medium on in-vitro test results.	1998 Dec	10052893
In vitro activity of RPR 106972 alone and in combination with vancomycin, ampicillin, and gentamicin against multidrug-resistant enterococci.	1998 Oct	9823531
Novel streptogramin antibiotics.	2001 Feb	11178336

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:38:57 GMT 2023` Edited by `admin` on `Fri Dec 15 18:38:57 GMT 2023`
Record UNII	69RU1K50ZP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EFEPRISTIN

Official Name

English

VIRGINIAMYCIN S1, 4-(N-METHYL-4-(METHYLAMINO)-L-PHENYLALANINE)-

Systematic Name

English

VERNAMYCIN B.BETA.

Common Name

English

N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-.ALPHA.-AMINOBUTYRYL-L-PROLYL-N-METHYL-4-(METHYLAMINO)-L-PHENYLALANYL-4-OXO-L-PIPECOLOYL-L-2-PHENYLGLYCINE .RHO.-LACTONE

Systematic Name

English

efepristin [INN]

Common Name

English

PRISTINAMYCIN IB

Common Name

English

VERNAMYCIN B.BETA. [MI]

Common Name

English

OSTREOGRYCIN B2

Common Name

English

Code System Code Type Description

FDA UNII

69RU1K50ZP