cefaclor   Click here for help

GtoPdb Ligand ID: 10897

Synonyms: Ceclor® | Lilly 99638 | Raniclor®
Approved drug
cefaclor is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: This is the structure for the anhydrous molecule. Cefaclor is second generation cephalosporin. Distaclor capsules contain cefaclor monohydrate as the active ingredient.
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 5
Topological polar surface area 138.03
Molecular weight 367.04
XLogP -1.8
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 NC(c1ccccc1)C(=O)NC1C(=O)N2C1SCC(=C2C(=O)O)Cl
Isomeric SMILES NC(c1ccccc1)C(=O)NC1C(=O)N2C1SCC(=C2C(=O)O)Cl
InChI InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)
InChI Key QYIYFLOTGYLRGG-UHFFFAOYSA-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 (1979))
IUPAC Name Click here for help
(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-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
4086 cefaclor
Synonyms Click here for help
Ceclor® | Lilly 99638 | Raniclor®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefaclor
Other databases
BindingDB Ligand 42131
ChEMBL Ligand CHEMBL680
DrugBank Ligand DB00833
GtoPdb PubChem SID 405560338
PubChem CID 51039
Search Google for chemical match using the InChIKey QYIYFLOTGYLRGG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QYIYFLOTGYLRGG
Search PubMed clinical trials cefaclor
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Search PubMed titles/abstracts cefaclor
UniChem Compound Search for chemical match using the InChIKey QYIYFLOTGYLRGG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QYIYFLOTGYLRGG-UHFFFAOYSA-N