Eravacycline dihydrochlorideProduct ingredient for Eravacycline
- Name
- Eravacycline dihydrochloride
- Drug Entry
- Eravacycline
Eravacycline, known as Xerava by Tetraphase Pharmaceuticals, is a fully synthetic fluorocycline antibiotic of the tetracycline class with activity against clinically significant gram-negative, gram-positive aerobic, and facultative bacteria. This includes most of those bacteria resistant to cephalosporins, fluoroquinolones, β-lactam/β-lactamase inhibitors, multidrug-resistant strains, and carbapenem-resistant Enterobacteriaceae, and the majority of anaerobic pathogens 1. It was first approved by the FDA on August 27, 2018 4. Eravacycline has demonstrated superior potency to that of antibiotics that are currently being marketed for intraabdominal infections 3.
- Accession Number
- DBSALT002787
- Structure
Structure for Eravacycline dihydrochloride (DBSALT002787)
- Synonyms
- Eravacycline dihydrochloride / Eravacycline HCl / Eravacycline hydrochloride
- External IDs
- TP-434-046 / TP434046
- UNII
- WK1NMH89VJ
- CAS Number
- 1334714-66-7
- Weight
- Average: 631.48
Monoisotopic: 630.1659476 - Chemical Formula
- C27H33Cl2FN4O8
- InChI Key
- JYCNMRVZELJVAW-RZVFYPHASA-N
- InChI
- InChI=1S/C27H31FN4O8.2ClH/c1-31(2)20-13-8-11-7-12-14(28)9-15(30-16(33)10-32-5-3-4-6-32)21(34)18(12)22(35)17(11)24(37)27(13,40)25(38)19(23(20)36)26(29)39;;/h9,11,13,20,34,36-37,40H,3-8,10H2,1-2H3,(H2,29,39)(H,30,33);2*1H/t11-,13-,20-,27-;;/m0../s1
- IUPAC Name
- (4S,4aS,5aR,12aS)-4-(dimethylamino)-7-fluoro-3,10,12,12a-tetrahydroxy-1,11-dioxo-9-[2-(pyrrolidin-1-yl)acetamido]-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide dihydrochloride
- SMILES
- Cl.Cl.[H][C@@]12CC3=C(F)C=C(NC(=O)CN4CCCC4)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
- External Links
- ChemSpider
- 28651527
- ChEMBL
- CHEMBL2219414
- Predicted Properties
Property Value Source Water Solubility 0.838 mg/mL ALOGPS logP 0.24 ALOGPS logP -3.5 Chemaxon logS -2.8 ALOGPS pKa (Strongest Acidic) 2.96 Chemaxon pKa (Strongest Basic) 9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 193.73 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 144.16 m3·mol-1 Chemaxon Polarizability 54.35 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 No Chemaxon