tebipenem pivoxil

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Ligands
tebipenem pivoxil

GtoPdb Ligand ID: 10864

Synonyms: L-084 | LJC 11,084 | LJC-11,084 | LJC-11084 | Orapenem® | TBPM-PI

tebipenem pivoxil is an approved drug (Japan)

Comment: Tebipenem pivoxil is an orally available pivaloyloxymethyl ester prodrug of the β-lactam antibacterial tebipenem [1-2]. The ester bond is cleaved, releasing active tebipenem (PubChem CID 9800194; LJC-11036). The drug has Gram-negative activity. Tebipenem pivoxil hydrobromide (SPR994) is another formulation of the same drug.

tebipenem pivoxil is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	1
Rotatable bonds	10
Topological polar surface area	159.34
Molecular weight	497.17
XLogP	1.96
No. Lipinski's rules broken	0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

Canonical SMILES	C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)OCOC(=O)C(C)(C)C)SC1CN(C1)C1=NCCS1)O
Isomeric SMILES	C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)OCOC(=O)C(C)(C)C)SC1CN(C1)C1=NCCS1)O
InChI	InChI=1S/C22H31N3O6S2/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/t11-,12-,14-,15-/m1/s1
InChI Key	SNUDIPVBUUXCDG-QHSBEEBCSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)