ceftezole   Click here for help

GtoPdb Ligand ID: 12259

Synonyms: ceftezol | FR10123
Compound class: Synthetic organic
Comment: Ceftezole is a first generation cephalosporin belonging to the β-lactam class of antibacterial compounds [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 11
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 234.93
Molecular weight 440.01
XLogP 0.43
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 O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nncs1)Cn1cnnn1
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)Cn1cnnn1)C(=O)O)CSc1nncs1
InChI InChI=1S/C13H12N8O4S3/c22-7(1-20-4-14-18-19-20)16-8-10(23)21-9(12(24)25)6(2-26-11(8)21)3-27-13-17-15-5-28-13/h4-5,8,11H,1-3H2,(H,16,22)(H,24,25)/t8-,11-/m1/s1
InChI Key DZMVCVMFETWNIU-LDYMZIIASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
3914 ceftezole
Synonyms Click here for help
ceftezol | FR10123
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Ceftezole
Other databases
CAS Registry No. 26973-24-0 (source: Scifinder)
ChEBI CHEBI:135716
ChEMBL Ligand CHEMBL1697829
DrugBank Ligand DB13821
DrugCentral Ligand 561
GtoPdb PubChem SID 473153847
PubChem CID 65755
Search Google for chemical match using the InChIKey DZMVCVMFETWNIU-LDYMZIIASA-N
Search Google for chemicals with the same backbone DZMVCVMFETWNIU
Search PubMed clinical trials ceftezole
Search PubMed titles ceftezole
Search PubMed titles/abstracts ceftezole
UniChem Compound Search for chemical match using the InChIKey DZMVCVMFETWNIU-LDYMZIIASA-N
UniChem Connectivity Search for chemical match using the InChIKey DZMVCVMFETWNIU-LDYMZIIASA-N