cefmenoxime   Click here for help

GtoPdb Ligand ID: 12024

Synonyms: A-50912 | Abbott 50192 | Bestron® | Cefmax® | SCE-1365
Approved drug
cefmenoxime is an approved drug (FDA (1987))
Compound class: Synthetic organic
Comment: Cefmenoxime is a semisynthetic, third generation cephalosporin and belongs to the β-lactam class of antibiotics [1]. It has broad-spectrum activity against both Gram-positive and Gram-negative bacteria and is resistant to hydrolysis by β-lactamases.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 269.65
Molecular weight 511.05
XLogP -2.26
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)CSc1nnnn1C)/c1csc(n1)N
Isomeric SMILES Cn1c(nnn1)SCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/c2csc(n2)N)SC1)C(=O)O
InChI InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1
InChI Key HJJDBAOLQAWBMH-YCRCPZNHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1987))
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]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
4930 cefmenoxime
Synonyms Click here for help
A-50912 | Abbott 50192 | Bestron® | Cefmax® | SCE-1365
Database Links Click here for help
CAS Registry No. 65085-01-0 (source: Scifinder)
ChEBI CHEBI:55490
ChEMBL Ligand CHEMBL1201224
DrugBank Ligand DB00267
GtoPdb PubChem SID 464244165
PubChem CID 9570757
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UniChem Compound Search for chemical match using the InChIKey HJJDBAOLQAWBMH-YCRCPZNHSA-N
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