FLOPRISTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H38FN3O6
Molecular Weight	531.6162
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)[C@H]1OC(=O)[C@H]2CCCN2C(=O)C3=COC(C[C@H](F)C[C@H](O)\C=C(C)\C=C\CNC(=O)\C=C\[C@H]1C)=N3

InChI

InChIKey=DFSJQGCLWZVMOD-IQIMCDJDSA-N

InChI=1S/C28H38FN3O6/c1-17(2)26-19(4)9-10-24(34)30-11-5-7-18(3)13-21(33)14-20(29)15-25-31-22(16-37-25)27(35)32-12-6-8-23(32)28(36)38-26/h5,7,9-10,13,16-17,19-21,23,26,33H,6,8,11-12,14-15H2,1-4H3,(H,30,34)/b7-5+,10-9+,18-13+/t19-,20-,21-,23-,26-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20112172 | http://www.novexel.com/page_page=NXL103.html

FLOPRISTIN is one of the components of the experimental drug NXL103 (XRP 2868), along with linopristin. Both are semi-synthetic streptogramin antibiotics derived from the Streptomyces genus. NXL103 has a spectrum of antibacterial activity that indicates it has the potential to be effective in the treatment of skin and skin structure infections, including those caused by methicillin-resistant Staphylococcus aureus, as well as community-acquired pneumonia. NXL103 has completed Phase II trials.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synergy of streptogramin antibiotics occurs independently of their effects on translation.	2014 Sep	24957822

Name

Type

Language

FLOPRISTIN

Official Name

English

3H-21,18-NITRILO-1H,22H-PYRROLO(2,1-C)(1,8,4,19)DIOXADIAZACYCLOTETRACOSINE-1,7,22(4H)-TRIONE, 16-FLUORO-8,9,14,15,16,17,24,25,26,26A-DECAHYDRO-14-HYDROXY-4,12-DIMETHYL-3-(1-METHYLETHYL)-, (3R,4R,5E,10E,12E,14S,16R,26AR)-

Common Name

English

NXL-103 COMPONENT RPR-132552

Common Name

English

Flopristin [WHO-DD]

Common Name

English

RPR-132552

Code

English

(3R,4R,5E,10E,12E,14S,16R,26AR)-16-FLUORO-14-HYDROXY-4,12-DIMETHYL-3-(PROPAN-2-YL)-3,4,8,9,14,15,16,17,24,25,26,26A-DODECAHYDRO- 1H,7H,22H-21,18-AZENOPYRROLO= (2,1-C)(1,8,4,19)DIOXADIAZACYCLOTETRACOSINE-1,7,22-TRIONE

Common Name

English

flopristin [INN]

Common Name

English

(16R)-16-DESOXO-16-FLUOROPRISTINAMYCIN IIB

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C258