Repositioning Candidate Details

Candidate ID: R1448
Source ID: DB12455
Source Type: approved; investigational
Compound Type: small molecule
Compound Name: Omadacycline
Synonyms: Amadacycline; Omadacycline
Molecular Formula: C29H40N4O7
SMILES: [H][C@@]12CC3=C(C=C(CNCC(C)(C)C)C(O)=C3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2)N(C)C
Structure:
DrugBank Description: Omadacycline has been used in trials studying the treatment of Bacterial Pneumonia, Bacterial Infections, Community-Acquired Infections, and Skin Structures and Soft Tissue Infections. Omadacycline represents a significant advance over the well-known tetracycline family, and has been shown to be highly effective in animal models at treating increasingly problematic, clinically prevalent infections caused by gram-positive bacteria, such as methicillin-resistant Staphylococcus aureus (MRSA), and by gram-negative, atypical and anaerobic bacteria, including those resistant to currently available classes of antibiotics and known to cause diseases such as pneumonias, urinary tract infections, skin diseases and blood-borne infections in both the hospital and community settings.
CAS Number: 389139-89-3
Molecular Weight: 556.66
DrugBank Indication: Omadacycline is indicated for the treatment of community acquired bacterial pneumonia and acute bacterial skin and skin structure infections caused by omadacycline-susceptible organisms in adults.
DrugBank Pharmacology: Omadacycline can be either bacteriostatic or bacteriocidal depending on the organism involved. It disrupts bacterial protein synthesis without affecting DNA, RNA, or peptidoglycan synthesis. Omadacycline represents an improvement over existing tetracycline agents as it has not been found to be subject to tetracycline resistance mediated by tetracycline efflux pumps encoded by the tet(K), tet(L), and tet(B) or to ribosomal protection proteins encoded by tet(O) and tet(M). Omadacycline is susceptible to RNA mutations which confer resistance to tetracyclines.
DrugBank MoA: Omadacycline binds to the primary tetracycline binding site on the bacterial 30s ribosomal subunit with high specificity. There it acts to block protein synthesis, disrupting many facets of cellular function and resulting in either cell death or stasis.
Targets: 30S ribosomal protein S3 inhibitor; 30S ribosomal protein S7 inhibitor; 30S ribosomal protein S8 inhibitor; 30S ribosomal protein S19 inhibitor; 30S ribosomal protein S14 inhibitor; 16S ribosomal RNA inhibitor
Inclusion Criteria: Indication associated