flucloxacillin   Click here for help

GtoPdb Ligand ID: 10910

Synonyms: BRL-2039 | BRL2039 | floxacillin
Approved drug
flucloxacillin is an approved drug (UK)
Compound class: Synthetic organic
Comment: Flucloxacillin is a narrow-spectrum, semisynthetic penicillin (β-lactam) antibiotic. It is β-lactamase stable.
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 453.06
XLogP 3.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1[C@@H](NC(=O)c2c(C)onc2c2c(F)cccc2Cl)[C@@H]2N1[C@@H](C(=O)O)C(S2)(C)C
Isomeric SMILES O=C1[C@@H](NC(=O)c2c(C)onc2c2c(F)cccc2Cl)[C@@H]2N1[C@@H](C(=O)O)C(S2)(C)C
InChI InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChI Key UIOFUWFRIANQPC-JKIFEVAISA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK)
IUPAC Name Click here for help
(2S,5R,6R)-6-[[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2308 flucloxacillin
Synonyms Click here for help
BRL-2039 | BRL2039 | floxacillin
Database Links Click here for help
CAS Registry No. 5250-39-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL222645
DrugCentral Ligand 1183
GtoPdb PubChem SID 405560351
PubChem CID 21319
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