cefaloridine   Click here for help

GtoPdb Ligand ID: 12189

Synonyms: cephaloridine | ceporin
Compound class: Synthetic organic
Comment: Cefaloridine (also known as cephaloridine) is a semisynthetic, first generation cephalosporin belonging to the β-lactam class of antibacterial compounds. It is a derivative of cephalosporin C and demonstrates broad-spectrum antibacterial activity against Gram-positive and Gram-negative bacteria [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 146.96
Molecular weight 415.07
XLogP 1.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1ccccc1)Cc1cccs1
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc1cccs1)C(=O)[O-])C[n+]1ccccc1
InChI InChI=1S/C19H17N3O4S2/c23-14(9-13-5-4-8-27-13)20-15-17(24)22-16(19(25)26)12(11-28-18(15)22)10-21-6-2-1-3-7-21/h1-8,15,18H,9-11H2,(H-,20,23,25,26)/t15-,18-/m1/s1
InChI Key CZTQZXZIADLWOZ-CRAIPNDOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
1910 cefaloridine
Synonyms Click here for help
cephaloridine | ceporin
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cephaloridine
Other databases
CAS Registry No. 50-59-9 (source: Scifinder)
ChEBI CHEBI:3537
ChEMBL Ligand CHEMBL316157
DrugBank Ligand DB09008
DrugCentral Ligand 573
GtoPdb PubChem SID 472319311
PubChem CID 5773
Search Google for chemical match using the InChIKey CZTQZXZIADLWOZ-CRAIPNDOSA-N
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Search PubMed clinical trials cefaloridine
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UniChem Compound Search for chemical match using the InChIKey CZTQZXZIADLWOZ-CRAIPNDOSA-N
UniChem Connectivity Search for chemical match using the InChIKey CZTQZXZIADLWOZ-CRAIPNDOSA-N
Wikipedia Cephaloridine