ceforanide   Click here for help

GtoPdb Ligand ID: 12218

Synonyms: BL-S786 | Precef®
Approved drug
ceforanide is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Ceforanide is a semisynthetic, second generation cephalosporin belonging to the β-lactam class of antibacterial compounds [2].

ceforanide is commercially available from our sponsors

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 12
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 244.23
Molecular weight 519.56
XLogP -2.47
No. Lipinski's rules broken 2

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 NCc1ccccc1CC(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1CC(=O)O
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc1ccccc1CN)C(=O)O)CSc1nnnn1CC(=O)O
InChI InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1
InChI Key SLAYUXIURFNXPG-CRAIPNDOSA-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 (FDA (1984))
Approved drug? Yes. FDA (1984)
IUPAC Name Click here for help
(6R,7R)-7-[[2-[2-(aminomethyl)phenyl]acetyl]amino]-3-[[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4465 ceforanide
Synonyms Click here for help
BL-S786 | Precef®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Ceforanide
Other databases
CAS Registry No. 60925-61-3 (source: Scifinder)
ChEBI CHEBI:3495
ChEMBL Ligand CHEMBL1201046
DrugBank Ligand DB00923
DrugCentral Ligand 544
GtoPdb PubChem SID 472319338
PubChem CID 43507
Search Google for chemical match using the InChIKey SLAYUXIURFNXPG-CRAIPNDOSA-N
Search Google for chemicals with the same backbone SLAYUXIURFNXPG
Search PubMed clinical trials ceforanide
Search PubMed titles ceforanide
Search PubMed titles/abstracts ceforanide
UniChem Compound Search for chemical match using the InChIKey SLAYUXIURFNXPG-CRAIPNDOSA-N
UniChem Connectivity Search for chemical match using the InChIKey SLAYUXIURFNXPG-CRAIPNDOSA-N

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MedChemExpress
Ceforanide (links to external site)
Cat. No. HY-B1297