cloxacillin   Click here for help

GtoPdb Ligand ID: 11126

Synonyms: BRL-1621 | BRL1621 | chloroxacillin | Methocillin S | Syntarpen® | Tegopen®
Approved drug PDB Ligand
cloxacillin is an approved drug (FDA (1971))
Compound class: Synthetic organic
Comment: Cloxacillin is a semisynthetic beta-lactamase resistant penicillin antibacterial [1-2]. It has less potent antibacterial activity than benzylpenicillin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 138.04
Molecular weight 435.07
XLogP 3.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)c1c(C)onc1c1ccccc1Cl
Isomeric SMILES OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)c1c(C)onc1c1ccccc1Cl
InChI InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1
InChI Key LQOLIRLGBULYKD-JKIFEVAISA-N