gloximonam   Click here for help

GtoPdb Ligand ID: 10880

Synonyms: SQ 82,531
Compound class: Synthetic organic
Comment: Gloximonam (SQ 82,531) is an ester of oximonam and developed as a prodrug for oral use [1].
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 CDK toolkit. 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 9
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 199.98
Molecular weight 471.14
XLogP 0.67
No. Lipinski's rules broken 1
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.

✖
Canonical SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@H]1[C@H](C)N(C1=O)OCC(=O)OCC(=O)OC(C)(C)C
Isomeric SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@H]1[C@H](C)N(C1=O)OCC(=O)OCC(=O)OC(C)(C)C
InChI InChI=1S/C18H25N5O8S/c1-9-13(21-15(26)14(22-28-5)10-8-32-17(19)20-10)16(27)23(9)30-7-11(24)29-6-12(25)31-18(2,3)4/h8-9,13H,6-7H2,1-5H3,(H2,19,20)(H,21,26)/b22-14-/t9-,13-/m0/s1
InChI Key QPWVHJDIDXILDG-SSUKDTCJSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form oximonam
IUPAC Name Click here for help
tert-butyl 2-[2-[(2S,3S)-3-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-2-methyl-4-oxoazetidin-1-yl]oxyacetyl]oxyacetate
International Nonproprietary Names Click here for help
INN number INN
5836 gloximonam
Synonyms Click here for help
SQ 82,531
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Gloximonam, SQ 82531
Other databases
CAS Registry No. 90850-05-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL2107413
GtoPdb PubChem SID 405560321
PubChem CID 5492073
Search Google for chemical match using the InChIKey QPWVHJDIDXILDG-SSUKDTCJSA-N
Search Google for chemicals with the same backbone QPWVHJDIDXILDG
Search PubMed clinical trials gloximonam
Search PubMed titles gloximonam
Search PubMed titles/abstracts gloximonam
UniChem Compound Search for chemical match using the InChIKey QPWVHJDIDXILDG-SSUKDTCJSA-N
UniChem Connectivity Search for chemical match using the InChIKey QPWVHJDIDXILDG-SSUKDTCJSA-N