flomoxef   Click here for help

GtoPdb Ligand ID: 12251

Synonyms: 6315-S | Flumarin®
Compound class: Synthetic organic
Comment: Flomoxef is a second generation cephalosporin, belonging to the β-lactam class of antibacterial compounds and 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 12
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 219.6
Molecular weight 496.06
XLogP -0.88
No. Lipinski's rules broken 2
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Canonical SMILES OCCn1nnnc1SCC1=C(C(=O)O)N2[C@H](OC1)[C@](C2=O)(OC)NC(=O)CSC(F)F
Isomeric SMILES CO[C@@]1([C@@H]2N(C1=O)C(=C(CO2)CSc1nnnn1CCO)C(=O)O)NC(=O)CSC(F)F
InChI InChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-7-{2-[(difluoromethyl)sulfanyl]acetamido}-3-({[1-(2-hydroxyethyl)-1H-1,2,3,4-tetrazol-5-yl]sulfanyl}methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5935 flomoxef
Synonyms Click here for help
6315-S | Flumarin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Flomoxef
Other databases
CAS Registry No. 99665-00-6 (source: Scifinder)
ChEBI CHEBI:135813
ChEMBL Ligand CHEMBL15413
DrugBank Ligand DB11935
DrugCentral Ligand 1179
GtoPdb PubChem SID 473153839
PubChem CID 65864
Search Google for chemical match using the InChIKey UHRBTBZOWWGKMK-DOMZBBRYSA-N
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UniChem Compound Search for chemical match using the InChIKey UHRBTBZOWWGKMK-DOMZBBRYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UHRBTBZOWWGKMK-DOMZBBRYSA-N