Compound ID | 1224

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SPR994

Synonym(s): tebipenem pivoxil hydrobromide  |  SPR 994  |  SPR-994

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Enterobacteriaceae, Pseudomonas aeruginosa, and Acinetobacter baumannii; indicated for use in community-acquired bacterial pneumonia and complicated urinary tract infections
Description: A carbapenem; the prodrug contains hydrobromide salt for stability; a non-salt from is already approved in Japan
Institute where first reported: Spero Therapeutics Inc.
Highest development stage: Approved in Japan
Development status: Approved
Chemical structure(s):
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Molecular weight: 578.54
Iso. SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)OCOC(=O)C(C)(C)C)[C@@H](C)O.Br
InChI Key: MMWWBQNLJKFAIN-HXLQFWNVSA-N
Can. SMILES: C[C@@H]1[C@@H]2[C@@H]([C@@H](C)O)C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)OCOC(=O)C(C)(C)C.Br
InChI: InChI=1S/C22H31N3O6S2.BrH/c1-11-15-14(12(2)26)18(27)25(15)16(19(28)30-10-31-20(29)22(3,4)5)17(11)33-13-8-24(9-13)21-23-6-7-32-21;/h11-15,26H,6-10H2,1-5H3;1H/t11-,12-,14-,15-;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/134823893
Citation: https://www.ncbi.nlm.nih.gov/pubmed/30118209

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