lenapenem

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lenapenem

GtoPdb Ligand ID: 10825

Synonyms: BO-2727 | BO2727 | L-739,428 | L-739428

Comment: Lenapenem (BO-2727) is a parenteral carbapenem class antibacterial [1,3]. It is active against methicillin-resistant staphylococci and has antipseudomonal activity [2].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	8
Hydrogen bond donors	5
Rotatable bonds	8
Topological polar surface area	147.43
Molecular weight	399.18
XLogP	-0.86
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	CNCC[C@H]([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)O
Isomeric SMILES	CNCC[C@H]([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)O
InChI	InChI=1S/C18H29N3O5S/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)/t8-,9-,10+,11+,12-,13-,14-/m1/s1
InChI Key	PZLOCBSBEUDCPF-YJIVIRPOSA-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/)