oxacillin

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Ligands
oxacillin

GtoPdb Ligand ID: 10943

Synonyms: Bactocill®

oxacillin is an approved drug (FDA (1971))

Comment: Oxacillin is a semi-synthetic penicillinase-resistant and acid-stable, a parenteral β-lactam (penicillin) antibacterial. It has replaced methicillin in clinical use.

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	6
Hydrogen bond donors	2
Rotatable bonds	5
Topological polar surface area	138.04
Molecular weight	401.1
XLogP	2.41
No. Lipinski's rules broken	0

SMILES / InChI / InChIKey

Canonical SMILES	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)c1c(C)onc1c1ccccc1
Isomeric SMILES	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)c1c(C)onc1c1ccccc1
InChI	InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
InChI Key	UWYHMGVUTGAWSP-JKIFEVAISA-N