cefoperazone   Click here for help

GtoPdb Ligand ID: 12025

Synonyms: Cefobid® | T-1551
Approved drug
cefoperazone is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Cefoperazone is a semisynthetic, third generation cephalosporin and belongs to the β-lactam class of antibiotics [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 270.86
Molecular weight 645.14
XLogP -0.38
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](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
Isomeric SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@H]1[C@@H]2N(C1=O)C(=C(CS2)CSc1nnnn1C)C(=O)O
InChI InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1
InChI Key GCFBRXLSHGKWDP-XCGNWRKASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1982))
IUPAC Name Click here for help
(6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-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
4742 cefoperazone
Synonyms Click here for help
Cefobid® | T-1551
Database Links Click here for help
CAS Registry No. 62893-19-0 (source: Scifinder)
ChEBI CHEBI:3493
ChEMBL Ligand CHEMBL507674
DrugBank Ligand DB01329
DrugCentral Ligand 543
GtoPdb PubChem SID 464244166
PubChem CID 44187
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UniChem Compound Search for chemical match using the InChIKey GCFBRXLSHGKWDP-XCGNWRKASA-N
UniChem Connectivity Search for chemical match using the InChIKey GCFBRXLSHGKWDP-XCGNWRKASA-N
Wikipedia Cefoperazone