cefaloglycin

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Ligands
cefaloglycin

GtoPdb Ligand ID: 12193

Synonyms: cephaloglycin | Kafocin®

cefaloglycin is an approved drug (FDA (1970))

Compound class: Synthetic organic

Comment: Cefaloglycin is a semisynthetic, first generation cephalosporin belonging to the β-lactam class of antibacterial compounds. It is orally absorbed and has activity against both Gram-positive and Gram-negative bacteria [1].

cefaloglycin is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	3
Rotatable bonds	8
Topological polar surface area	164.33
Molecular weight	405.1
XLogP	-2.49
No. Lipinski's rules broken	0

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	CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)N
Isomeric SMILES	CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](c2ccccc2)N)SC1)C(=O)O
InChI	InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
InChI Key	FUBBGQLTSCSAON-PBFPGSCMSA-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/)