ritipenem   Click here for help

GtoPdb Ligand ID: 10854

Synonyms: FCE-22101 | FCE22101
Compound class: Synthetic organic
Comment: Ritipenem (FCE 22101) exhibits broad-spectrum bacteriolytic activity [3-4]. Its activity profile is similar to that of imipenem, but it shows no activity against Pseudomonas aeruginosa. It is delivered as the orally bioavailable prodrug ritipenem acoxyl (Penemac®, FCE-22891).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 155.46
Molecular weight 288.04
XLogP -1.49
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(=O)OCC1=C(C(=O)O)N2[C@H](S1)[C@H](C2=O)[C@H](O)C
Isomeric SMILES NC(=O)OCC1=C(C(=O)O)N2[C@H](S1)[C@H](C2=O)[C@H](O)C
InChI InChI=1S/C10H12N2O6S/c1-3(13)5-7(14)12-6(9(15)16)4(19-8(5)12)2-18-10(11)17/h3,5,8,13H,2H2,1H3,(H2,11,17)(H,15,16)/t3-,5+,8-/m1/s1
InChI Key IKQNRQOUOZJHTR-UWBRJAPDSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(5R,6S)-3-(carbamoyloxymethyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6969 ritipenem
Synonyms Click here for help
FCE-22101 | FCE22101
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 392, 1107
Other databases
CAS Registry No. 84845-57-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL70088
GtoPdb PubChem SID 405560295
PubChem CID 65633
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