Omadacycline

Omadacycline
Clinical data
Pronunciation	oh mad" a sye' kleen
Trade names	Nuzyra
Other names	PTK-0796, BAY 73-6944
AHFS/Drugs.com	Monograph
MedlinePlus	a618066
License data	US DailyMed: Omadacycline;
Routes of; administration	By mouth, intravenous
ATC code	J01AA15 (WHO) J01AA20 (WHO);
Legal status
Legal status	US: ℞-only;
Identifiers
CAS Number	389139-89-3;
PubChem CID	54697325;
DrugBank	DB12455;
ChemSpider	20131003;
UNII	090IP5RV8F;
KEGG	D09647; as salt: D09940;
ChEMBL	ChEMBL1689772;
Chemical and physical data
Formula	C29H40N4O7
Molar mass	556.660 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)(C)CNCc1cc(c2c(c1O)C(=O)C3=C([C@]4([C@@H](C[C@@H]3C2)[C@@H](C(=C(C4=O)C(=O)N)O)N(C)C)O)O)N(C)C;
	InChI InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34,36-37,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1; Key:JEECQCWWSTZDCK-IQZGDKDPSA-N;

Omadacycline, sold under the brand name Nuzyra, is a broad spectrum antibiotic medication belonging to the aminomethylcycline subclass^[3] of tetracycline antibiotics. In the United States, it was approved in October 2018, for the treatment of community-acquired bacterial pneumonia and acute skin and skin structure infections.^[2]^[4]

^ Boggs J. "Antibiotic Firm Paratek Joins IPO Queue; Aiming for $92M". bioworld.com. Clarivate Analytics. Archived from the original on 18 October 2017. Retrieved 17 October 2017.
^ ^a ^b "Nuzyra- omadacycline injection, powder, lyophilized, for solution; Nuzyra- omadacycline tablet, film coated". DailyMed. 3 June 2021. Retrieved 1 January 2024.
^ Honeyman L, Ismail M, Nelson ML, Bhatia B, Bowser TE, Chen J, et al. (November 2015). "Structure-activity relationship of the aminomethylcyclines and the discovery of omadacycline". Antimicrobial Agents and Chemotherapy. 59 (11): 7044–53. doi:10.1128/AAC.01536-15. PMC 4604364. PMID 26349824.
^ "Drug Approval Package: Nuzyra". U.S. Food and Drug Administration (FDA). 8 November 2018. Archived from the original on 29 March 2021. Retrieved 1 January 2024.