cefluprenam   Click here for help

GtoPdb Ligand ID: 10777

Synonyms: E-1077 | E1077
Compound class: Synthetic organic
Comment: Cefluprenam (E-1077) is a parenteral cephalosporin antibiotic [2-3]. It exhibits broad in vitro antibacterial activity against gram-positive and gram-negative bacteria.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 259.56
Molecular weight 556.13
XLogP -4.07
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES FCO/N=C(/c1nsc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])/C=C/C[N+](CC(=O)N)(CC)C
Isomeric SMILES FCO/N=C(/c1nsc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])/C=C/C[N+](CC(=O)N)(CC)C
InChI InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1
InChI Key XAKKNLNAJBNLPC-MAYKBZFQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-3-[(E)-3-[(2-amino-2-oxoethyl)-ethyl-methylazaniumyl]prop-1-enyl]-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
7245 cefluprenam
Synonyms Click here for help
E-1077 | E1077
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 357, 349
Other databases
CAS Registry No. 116853-25-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL2074822
GtoPdb PubChem SID 405560218
PubChem CID 6536774
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