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Details

Stereochemistry ABSOLUTE
Molecular Formula C42H59N3O10
Molecular Weight 765.932
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CETHROMYCIN

SMILES

[H][C@]12NC(=O)O[C@]1(C)[C@@H](CC)OC(=O)[C@H](C)C(=O)[C@H](C)[C@@]([H])(O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@@H]2C)OC\C=C\C4=CN=C5C=CC=CC5=C4

InChI

InChIKey=PENDGIOBPJLVBT-ONLVEXIXSA-N
InChI=1S/C42H59N3O10/c1-11-32-42(8)36(44-40(50)55-42)25(4)33(46)23(2)21-41(7,51-18-14-15-28-20-29-16-12-13-17-30(29)43-22-28)37(26(5)34(47)27(6)38(49)53-32)54-39-35(48)31(45(9)10)19-24(3)52-39/h12-17,20,22-27,31-32,35-37,39,48H,11,18-19,21H2,1-10H3,(H,44,50)/b15-14+/t23-,24-,25+,26+,27-,31+,32-,35-,36-,37-,39+,41-,42-/m1/s1

HIDE SMILES / InChI

Molecular Formula C42H59N3O10
Molecular Weight 765.932
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 1
Optical Activity UNSPECIFIED

Cethromycin is a ketolide antibiotic derived from erythromycin A being investigated for use in community-acquired pneumonia and other respiratory tract infections. Cethromycin possesses reliable activity against the bacteria most commonly associated with community-acquired pneumonia including S. pneumoniae, H. influenzae, M. catarrhalis, M. pneumoniae, C. pneumoniae, and L. pneumophila. Unlike fluoroquinolones, cethromycin has a narrower spectrum of activity against gram-negative bacteria, which may reduce the risk of collateral damage and the incidence of Clostridium difficile infection. It offers an advantage over telithromycin in that hepatotoxicity does not seem to be a concern. The FDA denied approval of cethromycin for the treatment of CAP in 2009, requesting more efficacy data.

Approval Year

PubMed

PubMed

TitleDatePubMed
Ribosome affinity and the prolonged molecular postantibiotic effect of cethromycin (ABT-773) in Haemophilus influenzae.
2004 Oct
Ketolides: pharmacological profile and rational positioning in the treatment of respiratory tract infections.
2008 Feb
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:51:56 GMT 2023
Edited
by admin
on Fri Dec 15 15:51:56 GMT 2023
Record UNII
J0086219X6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CETHROMYCIN
DASH   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
CETHROMYCIN [MI]
Common Name English
ABT-773
Code English
A-195773
Code English
cethromycin [INN]
Common Name English
Cethromycin [WHO-DD]
Common Name English
CETHROMYCIN [MART.]
Common Name English
CETHROMYCIN [USAN]
Common Name English
ABBOTT-195773
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 289009
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
NCI_THESAURUS C261
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
FDA ORPHAN DRUG 288909
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
FDA ORPHAN DRUG 235906
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
Code System Code Type Description
INN
8250
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
WIKIPEDIA
CETHROMYCIN
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
USAN
MM-59
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
NCI_THESAURUS
C83613
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
FDA UNII
J0086219X6
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
MERCK INDEX
m3288
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY Merck Index
CAS
205110-48-1
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID00870225
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
EVMPD
SUB33448
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
PUBCHEM
156417
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
DRUG BANK
DB06419
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
CHEBI
29506
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
SMS_ID
100000127412
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
ChEMBL
CHEMBL365528
Created by admin on Fri Dec 15 15:51:56 GMT 2023 , Edited by admin on Fri Dec 15 15:51:56 GMT 2023
PRIMARY
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