doripenem   Click here for help

GtoPdb Ligand ID: 12183

Synonyms: compound 1m [PMID: 8621362] | Doribax® | S-4661
Approved drug PDB Ligand
doripenem is an approved drug (FDA (2007))
Compound class: Synthetic organic
Comment: Doripenem is a parenterally delivered, carbapenem antibacterial compound. It is a semi-synthetic derivative of thienamycin and was developed by the Shionogi Research Laboratories (Osaka, Japan) [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 195.74
Molecular weight 420.11
XLogP -4.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)O)S[C@@H]1CN[C@@H](C1)CNS(=O)(=O)N)O
Isomeric SMILES C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]1C[C@H](NC1)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O
InChI InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1
InChI Key AVAACINZEOAHHE-VFZPANTDSA-N