Omadacycline tosylateProduct ingredient for Omadacycline
- Name
- Omadacycline tosylate
- Drug Entry
- Omadacycline
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.
- Accession Number
- DBSALT002607
- Structure
Structure for Omadacycline tosylate (DBSALT002607)
- Synonyms
- Amadacyclin tosylate / Omadacycline tosilate
- External IDs
- PTK 0796 / PTK-0796
- UNII
- 5658Y89YCD
- CAS Number
- 1075240-43-5
- Weight
- Average: 728.86
Monoisotopic: 728.309114936 - Chemical Formula
- C36H48N4O10S
- InChI Key
- SETFNHZTVGTBHC-XGLFQKEBSA-N
- InChI
- InChI=1S/C29H40N4O7.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h10,13,16,21,31,34,36-37,40H,8-9,11-12H2,1-7H3,(H2,30,39);2-5H,1H3,(H,8,9,10)/t13-,16-,21-,29-;/m0./s1
- IUPAC Name
- (4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-9-{[(2,2-dimethylpropyl)amino]methyl}-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide; 4-methylbenzene-1-sulfonic acid
- SMILES
- CC1=CC=C(C=C1)S(O)(=O)=O.[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
- External Links
- ChemSpider
- 28528673
- ChEMBL
- CHEMBL2103854
- Predicted Properties
Property Value Source Water Solubility 0.213 mg/mL ALOGPS logP 0.94 ALOGPS logP -2.2 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 2.87 Chemaxon pKa (Strongest Basic) 10.54 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 176.66 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 153.93 m3·mol-1 Chemaxon Polarizability 59.61 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon