Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H29N3O5S.ClH.H2O |
| Molecular Weight | 453.981 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.Cl.[H][C@]12[C@@H](C)C(S[C@@H]3CN[C@@]([H])(C3)[C@H](O)CCNC)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O
InChI
InChIKey=FNSICOGCVDQJPU-HCRFUVGVSA-N
InChI=1S/C18H29N3O5S.ClH.H2O/c1-8-14-13(9(2)22)17(24)21(14)15(18(25)26)16(8)27-10-6-11(20-7-10)12(23)4-5-19-3;;/h8-14,19-20,22-23H,4-7H2,1-3H3,(H,25,26);1H;1H2/t8-,9-,10+,11+,12-,13-,14-;;/m1../s1
DescriptionCurator's Comment: description was created based on several sources, including, https://www.ncbi.nlm.nih.gov/pubmed/9099223
Curator's Comment: description was created based on several sources, including, https://www.ncbi.nlm.nih.gov/pubmed/9099223
Lenapenem is an anti-bacterial agent that was tested in late 90's in phase II clinical trials against bacterial infections. Lenapenem was shown to be active against both Gram-positive and Gram-negative bacteria and exerted its therapeutic effect by inhibiting penicillin binding proteins. The development of the drug was terminated due to the safety reason.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| In vitro activity of a new carbapenem antibiotic, BO-2727, with potent antipseudomonal activity. | 1993 Dec |
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| Comparative stability of carbapenem and penem antibiotics to human recombinant dehydropeptidase-I. | 1996 May |
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| Antibacterial properties of BO-2727, a new carbapenem antibiotic. | 1997 Aug |
|
| Comparative in vitro pharmacodynamics of BO-2727, meropenem and imipenem against Gram-positive and Gram-negative bacteria. | 1997 Feb |
|
| Affinities of BO-2727 for bacterial penicillin-binding proteins and morphological change of gram-negative rods. | 1997 Feb |
|
| In vitro and in vivo evaluation of BO-2727 against imipenem- and/or meropenem-resistant Pseudomonas aeruginosa. | 1997 Feb |
Patents
Sample Use Guides
Lenapenam was tested against different strains of bacteria. The MIC50 values were: 0.1 ug/ml (Staphylococcus aureus, methicillin susceptibl), 0.05 ug/ml (Staphylococcus epidermidis), <0.006 ug/ml (Streptococcus pyogenes), 0.025 ug/ml (Streptococcus pneumoniae), 0.05 ug/ml (E.coli, Kiebsiella pneumoniae, Enterobacter cloacae), 0.012 ug/ml (Branhamella catarrhalis), etc.
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N0450C4END
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443100
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149882-71-3
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ACTIVE MOIETY
SUBSTANCE RECORD
