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oximonam   Click here for help

GtoPdb Ligand ID: 12297

Synonyms: SQ 82,291
Compound class: Synthetic organic
Comment: Oximonam is a monocyclic β-lactam (monobactam) antibacterial compound [1].
2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 184.68
Molecular weight 357.07
XLogP -0.66
No. Lipinski's rules broken 0

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
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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/)

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Canonical SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@H]1[C@H](C)N(C1=O)OCC(=O)O
Isomeric SMILES C[C@H]1[C@@H](C(=O)N1OCC(=O)O)NC(=O)/C(=N\OC)/c1csc(n1)N
InChI InChI=1S/C12H15N5O6S/c1-5-8(11(21)17(5)23-3-7(18)19)15-10(20)9(16-22-2)6-4-24-12(13)14-6/h4-5,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)/b16-9-/t5-,8-/m0/s1
InChI Key FJKOYBHMMTVFHK-TWYJFGHKSA-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
Prodrug gloximonam
IUPAC Name Click here for help
2-[(2S,3S)-3-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-2-methyl-4-oxoazetidin-1-yl]oxyacetic acid
International Nonproprietary Names Click here for help
INN number INN
5808 oximonam
Synonyms Click here for help
SQ 82,291
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Oximonam
Other databases
CAS Registry No. 90898-90-1 (source: Scifinder)
ChEMBL Ligand CHEMBL2104567
GtoPdb PubChem SID 479821088
PubChem CID 9690097
Search Google for chemical match using the InChIKey FJKOYBHMMTVFHK-TWYJFGHKSA-N
Search Google for chemicals with the same backbone FJKOYBHMMTVFHK
Search PubMed clinical trials oximonam
Search PubMed titles oximonam
Search PubMed titles/abstracts oximonam
UniChem Compound Search for chemical match using the InChIKey FJKOYBHMMTVFHK-TWYJFGHKSA-N
UniChem Connectivity Search for chemical match using the InChIKey FJKOYBHMMTVFHK-TWYJFGHKSA-N