cefmenoxime

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Ligands
cefmenoxime

GtoPdb Ligand ID: 12024

Synonyms: A-50912 | Abbott 50192 | Bestron® | Cefmax® | SCE-1365

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 antibacterial compounds [1]. It has broad-spectrum activity against both Gram-positive and Gram-negative bacteria and is resistant to hydrolysis by β-lactamases.

2D Structure

Physico-chemical Properties

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)