cefbuperazone   Click here for help

GtoPdb Ligand ID: 12253

Compound class: Synthetic organic
Comment: Cefbuperazone is a second generation cephalosporin, belonging to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 280.09
Molecular weight 627.15
XLogP -1.63
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@@H](C(=O)N[C@]1(OC)C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)[C@@H](O)C
Isomeric SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@H]([C@H](C)O)C(=O)N[C@]1([C@@H]2N(C1=O)C(=C(CS2)CSc1nnnn1C)C(=O)O)OC
InChI InChI=1S/C22H29N9O9S2/c1-5-29-6-7-30(16(35)15(29)34)20(39)23-12(10(2)32)14(33)24-22(40-4)18(38)31-13(17(36)37)11(8-41-19(22)31)9-42-21-25-26-27-28(21)3/h10,12,19,32H,5-9H2,1-4H3,(H,23,39)(H,24,33)(H,36,37)/t10-,12+,19+,22-/m0/s1
InChI Key SMSRCGPDNDCXFR-CYWZMYCQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7S)-7-[[(2R,3S)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-3-hydroxybutanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-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
5216 cefbuperazone
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Other databases
CAS Registry No. 76610-84-9 (source: Scifinder)
ChEBI CHEBI:135856
ChEMBL Ligand CHEMBL1908372
DrugBank Ligand DB13638
DrugCentral Ligand 3072
GtoPdb PubChem SID 473153841
PubChem CID 127527
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UniChem Compound Search for chemical match using the InChIKey SMSRCGPDNDCXFR-CYWZMYCQSA-N
UniChem Connectivity Search for chemical match using the InChIKey SMSRCGPDNDCXFR-CYWZMYCQSA-N