Doripenem hydrateProduct ingredient for Doripenem
- Name
- Doripenem hydrate
- Drug Entry
- Doripenem
Doripenem is a broad-spectrum, carbapenem antibiotic marketed under the brand name Doribax by Janssen. Doripenem injection was approved by the FDA in 2007 to treat complicated urinary tract and intra-abdominal infections. In a clinical trial of doripenem treatment in ventilator associated pneumonia (vs. imipenem and cilastatin), it was found that doripenem carried an increased risk of death and lower clinical cure rates, resulting in a premature termination of the trial. The FDA revised the doripenem label in 2014 to include a warning against use in ventilator-associated pneumonia and to reiterate its safety and efficacy for its approved indications.
- Accession Number
- DBSALT001609
- Structure
Structure for Doripenem hydrate (DBSALT001609)
- Synonyms
- Not Available
- UNII
- 4B035T6NKT
- CAS Number
- 364622-82-2
- Weight
- Average: 438.51
Monoisotopic: 438.124291541 - Chemical Formula
- C15H26N4O7S2
- InChI Key
- NTUBEBXBDGKBTJ-WGLOMNHJSA-N
- InChI
- InChI=1S/C15H24N4O6S2.H2O/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25);1H2/t6-,7-,8+,9+,10-,11-;/m1./s1
- IUPAC Name
- (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate
- SMILES
- O.C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@H](CNS(N)(=O)=O)C3)=C(N2C1=O)C(O)=O
- External Links
- Predicted Properties
Property Value Source Water Solubility 3.13 mg/mL ALOGPS logP -1.3 ALOGPS logP -5.6 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 3.54 Chemaxon pKa (Strongest Basic) 9.51 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 162.06 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 99.88 m3·mol-1 Chemaxon Polarizability 42.33 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon