cefteram   Click here for help

GtoPdb Ligand ID: 11051

Synonyms: cefterame | ceftetrame | CFTM | Ro 19-5247 | T-2525
Approved drug
cefteram is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Cefteram is a semisynthetic, third generation cephalosporin (β-lactam) compound with broad-spectrum antibacterial activity. To provide acceptable bioavailability for oral use it is formulated as a pivoxil ester prodrug (cefteram pivoxil, T-2588, PubChem CID 5362114).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 244.35
Molecular weight 479.08
XLogP -2.39
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Cn1nnc(n1)C)/c1csc(n1)N
Isomeric SMILES CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Cn1nnc(n1)C)/c1csc(n1)N
InChI InChI=1S/C16H17N9O5S2/c1-6-20-23-24(21-6)3-7-4-31-14-10(13(27)25(14)11(7)15(28)29)19-12(26)9(22-30-2)8-5-32-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b22-9-/t10-,14-/m1/s1
InChI Key XSPUSVIQHBDITA-RKYNPMAHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan)
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(5-methyltetrazol-2-yl)methyl]-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
5947 cefteram
Synonyms Click here for help
cefterame | ceftetrame | CFTM | Ro 19-5247 | T-2525
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefteram, T-2588, tomiron
Other databases
CAS Registry No. 82547-58-8 (source: Scifinder)
ChEMBL Ligand CHEMBL2105953
DrugCentral Ligand 3076
GtoPdb PubChem SID 405560492
PubChem CID 6537431
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UniChem Compound Search for chemical match using the InChIKey XSPUSVIQHBDITA-RKYNPMAHSA-N
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