cefroxadine   Click here for help

GtoPdb Ligand ID: 13619

Synonyms: CGP 9000 | CGP-9000 | Oraspor®
Approved drug
cefroxadine is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Cefroxadine is an orally active cephalosporin, belonging to the β-lactam class of antibacterial compounds. It demonstrates broad-spectrum antibacterial activity against Gram-positive and Gram-negative bacteria [1-2].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 147.26
Molecular weight 365.41
XLogP -2.41
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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Canonical SMILES COC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)[C@@H](C3=CCC=CC3)N
Isomeric SMILES COC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CCC=CC3)N)SC1)C(=O)O
InChI InChI=1S/C16H19N3O5S/c1-24-9-7-25-15-11(14(21)19(15)12(9)16(22)23)18-13(20)10(17)8-5-3-2-4-6-8/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChI Key RDMOROXKXONCAL-UEKVPHQBSA-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 (Japan)
IUPAC Name Click here for help
(6R,7R)-7-[[(2R)-2-amino-2-(1-cyclohexa-1,4-dienyl)acetyl]amino]-3-methoxy-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
4722 cefroxadine
Synonyms Click here for help
CGP 9000 | CGP-9000 | Oraspor®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefroxadine
Other databases
CAS Registry No. 51762-05-1 (source: Scifinder)
ChEBI CHEBI:31379
ChEMBL Ligand CHEMBL3186538
DrugBank Ligand DB11367
DrugCentral Ligand 557
GtoPdb PubChem SID 504705438
PubChem CID 5284529
Search Google for chemical match using the InChIKey RDMOROXKXONCAL-UEKVPHQBSA-N
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UniChem Compound Search for chemical match using the InChIKey RDMOROXKXONCAL-UEKVPHQBSA-N
UniChem Connectivity Search for chemical match using the InChIKey RDMOROXKXONCAL-UEKVPHQBSA-N