latamoxef   Click here for help

GtoPdb Ligand ID: 12031

Synonyms: 6059-S | LY127935 | moxalactam | Moxam®
Approved drug
latamoxef is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Latamoxef is an oxacephem molecule developed by the Shionogi Research Laboratories (Osaka, Japan) [3]. It belongs to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 231.6
Molecular weight 520.1
XLogP 0.3
No. Lipinski's rules broken 1
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Canonical SMILES CO[C@@]1(NC(=O)C(c2ccc(cc2)O)C(=O)O)C(=O)N2[C@@H]1OCC(=C2C(=O)O)CSc1nnnn1C
Isomeric SMILES Cn1c(nnn1)SCC1=C(N2[C@@H]([C@@](C2=O)(NC(=O)C(c2ccc(cc2)O)C(=O)O)OC)OC1)C(=O)O
InChI InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
IUPAC Name Click here for help
(6R,7R)-7-[[2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-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
4880 latamoxef
Synonyms Click here for help
6059-S | LY127935 | moxalactam | Moxam®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Latamoxef, moxalactam
Other databases
CAS Registry No. 64952-97-2 (source: Scifinder)
ChEBI CHEBI:599928
ChEMBL Ligand CHEMBL74632
DrugBank Ligand DB04570
DrugCentral Ligand 1851
GtoPdb PubChem SID 464244172
PubChem CID 47499
Search Google for chemical match using the InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N
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UniChem Compound Search for chemical match using the InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N
UniChem Connectivity Search for chemical match using the InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N