ritipenem

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Ligands
ritipenem

GtoPdb Ligand ID: 10854

Synonyms: FCE-22101 | FCE22101

Comment: Ritipenem (FCE 22101) is a penem antibacterial compound belonging to the β-lactam group and 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

Physico-chemical Properties

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

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	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

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/)