Compound ID | 86
Synonym(s): MK-7655
Class: Drug combination: beta-lactam (carbapenem) + beta-lactamase inhibitor (non-beta-lactam beta-lactamase inhibitor, diazabicyclooctane [DBO])
Spectrum of activity: | Gram-positive & Gram-negative |
Details of activity: | Complicated urinary tract infections (cUTI), acute pyelonephritis, Complicated urinary tract infections (cUTI), acute pyelonephritis, complicated intra-abdominal infections (cIAI), hospital-acquired bacterial pneumonia/ventilator-associated bacterial pneumonia (approved by FDA in 2020) |
Combined with other compounds: | Yes |
Institute where first reported: | Merck & Co |
Year first mentioned: | 2011 |
Highest developmental phase: | Approved by FDA in 2019 |
Development status: | Approved |
Chemical structure(s): | |
Imipenem | |
Canonical SMILES: | C[C@H]([C@@H]1[C@H]2CC(=C(C(=O)O)N2C1=O)SCCN=CN)O |
Isomeric SMILES: | C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O |
InChI: | InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1 |
InChI Key: | ZSKVGTPCRGIANV-ZXFLCMHBSA-N |
Relebactam | |
Canonical SMILES: | C1C[C@@H](C(=O)NC2CCNCC2)N3C[C@@H]1N(C3=O)OS(=O)(=O)O |
Isomeric SMILES: | C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)NC3CCNCC3 |
InChI: | InChI=1S/C12H20N4O6S/c17-11(14-8-3-5-13-6-4-8)10-2-1-9-7-15(10)12(18)16(9)22-23(19,20)21/h8-10,13H,1-7H2,(H,14,17)(H,19,20,21)/t9-,10+/m1/s1 |
InChI Key: | SMOBCLHAZXOKDQ-ZJUUUORDSA-N |
Cilastatin | |
Canonical SMILES: | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)O |
Isomeric SMILES: | CC1(C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)O)C |
InChI: | InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1 |
InChI Key: | DHSUYTOATWAVLW-WFVMDLQDSA-N |
External links: | |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/104838 |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/44129647 |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/6435415 |
Guide to Pharmacology: | cilastatin |
Citation: | https://clinicaltrials.gov/ct2/show/NCT02452047 |