ceftibuten   Click here for help

GtoPdb Ligand ID: 12029

Synonyms: 7432-S | Cedax® | SCH 39720
Approved drug
ceftibuten is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Ceftibuten is a semisynthetic, third generation cephalosporin and belongs to the β-lactam class of antibacterial compounds [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 216.46
Molecular weight 410.04
XLogP -2.77
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC=C2C(=O)O)/c1csc(n1)N
Isomeric SMILES C1C=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)/C(=C\CC(=O)O)/c1csc(n1)N)C(=O)O
InChI InChI=1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
IUPAC Name Click here for help
(6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino]-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
6335 ceftibuten
Synonyms Click here for help
7432-S | Cedax® | SCH 39720
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Ceftibuten
Other databases
CAS Registry No. 97519-39-6 (source: Scifinder)
ChEMBL Ligand CHEMBL1605
DrugBank Ligand DB01415
DrugCentral Ligand 562
GtoPdb PubChem SID 464244170
PubChem CID 5282242
Search Google for chemical match using the InChIKey UNJFKXSSGBWRBZ-BJCIPQKHSA-N
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UniChem Compound Search for chemical match using the InChIKey UNJFKXSSGBWRBZ-BJCIPQKHSA-N
UniChem Connectivity Search for chemical match using the InChIKey UNJFKXSSGBWRBZ-BJCIPQKHSA-N
Wikipedia Ceftibuten