Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C43H65FN6O10 |
Molecular Weight | 845.0088 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 13 / 13 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@H](C)[C@H]3N(CCCCN4C=C(N=N4)C5=CC(N)=CC=C5)C(=O)O[C@]13C)OC
InChI
InChIKey=IXXFZUPTQVDPPK-ZAWHAJPISA-N
InChI=1S/C43H65FN6O10/c1-12-32-43(8)35(50(40(55)60-43)19-14-13-18-49-23-30(46-47-49)28-16-15-17-29(45)21-28)26(4)33(51)24(2)22-41(6,56-11)37(27(5)36(53)42(7,44)39(54)58-32)59-38-34(52)31(48(9)10)20-25(3)57-38/h15-17,21,23-27,31-32,34-35,37-38,52H,12-14,18-20,22,45H2,1-11H3/t24-,25-,26+,27+,31+,32-,34-,35-,37-,38+,41-,42+,43-/m1/s1
Molecular Formula | C43H65FN6O10 |
Molecular Weight | 845.0088 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 13 / 13 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://melinta.com/publications/solithromycin/Curator's Comment: Description was created based on several sources, including
https://www.drugs.com/history/solithera.html
https://www.ncbi.nlm.nih.gov/pubmed/23318809
Sources: http://melinta.com/publications/solithromycin/
Curator's Comment: Description was created based on several sources, including
https://www.drugs.com/history/solithera.html
https://www.ncbi.nlm.nih.gov/pubmed/23318809
Solithromycin is a highly potent next-generation macrolide, the first fluoroketolide, which has potent activity against most macrolide-resistant strains. In vitro and in vivo studies have shown potent activity against S. pneumoniae as well as an extended spectrum of activity against CA-MRSA, enterococci, Mycobacterium avium and in animal models of malaria. It is also active against atypical bacteria, such as Legionella, Chlamydophila, Chlamydia, Mycoplasmaand Ureaplasma and against gonococci and other organisms that cause genitourinary tract infections. It is 8-16 times more potent than azithromycin and is active against azithromycin-resistant strains. Its activity against resistant strains is driven by its ability to bind to three sites on the bacterial ribosome, compared to one or two for current macrolides. It binds to the large 50S subunit of the ribosome and inhibits protein biosynthesis. The binding to three ribosomal sites is expected to limit resistance development. On July 2016 Cempra Announces FDA Acceptance of IV and oral formulations of Solithera (solithromycin) New Drug Applications for in the treatment of community-acquired bacterial pneumonia.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23318809 |
|||
Target ID: CHEMBL352 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23318809 |
|||
Target ID: 50S subunit assembly, S. pneumoniae Sources: https://www.ncbi.nlm.nih.gov/pubmed/23318809 |
|||
Target ID: CHEMBL614430 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23796936 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Unknown Approved UseUnknown |
|||
Curative | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT01591447
A single oral dose of 1200 mg solithromycin
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23318809
For 50S subunit formation in S. pneumoniae, the IC50 for assembly inhibition was 15 ng/ml. Solithromycin was found to interfere with
50S ribosomal subunit formation in both methicillin-sensitive and methicillin-resistant strains of Staphylococcus aureus, with IC50s of 65 and 93 ng/ml, respectively
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:36:45 GMT 2025
by
admin
on
Mon Mar 31 19:36:45 GMT 2025
|
Record UNII |
9U1ETH79CK
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C261
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
||
|
WHO-ATC |
J01FA16
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
760981-83-7
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
WW-65
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
DTXSID501028410
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
DB09308
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
100000169135
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
9358
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
CHEMBL1240704
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
SOLITHROMYCIN
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
9U1ETH79CK
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
C152386
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
25242512
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY | |||
|
SUB182801
Created by
admin on Mon Mar 31 19:36:45 GMT 2025 , Edited by admin on Mon Mar 31 19:36:45 GMT 2025
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|