GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

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
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
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
InChI Key JWCSIUVGFCSJCK-CAVRMKNVSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US 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
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
Search Google for chemicals with the same backbone JWCSIUVGFCSJCK
Search PubMed clinical trials latamoxef
Search PubMed titles latamoxef
Search PubMed titles/abstracts latamoxef
UniChem Compound Search for chemical match using the InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N
UniChem Connectivity Search for chemical match using the InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N