cephaloglycin

Trade name: kafocin

Small moleculeapproved

Approved

Jun 12, 1970

Cephaloglycin, first oral cephalosporin, was introduced in 1965, but is no longer in common use. It is an orally absorbed derivative of cephalosporin C. Cephaloglycin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1

Phase 2

Phase 3

Phase 4

Timeline

1970s

Jun 12, 1970
Eli Lilly — Earliest FDA Approval
Jun 12, 1970
Eli Lilly — NDA Organization

Indications

Approved for

Bacterial Infections (approved 1970)

Mechanism of action

Bacterial penicillin-binding proteinINHIBITOR
Bacterial penicillin-binding protein inhibitor

Approval history

approvedJun 12, 1970

Chemistry & pharmacology

Loading structure…

SMILES

CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C2=O)C(O)=O

Mol. weight: 405.425 g/mol
Lipinski Ro5: Pass
Rule of 3: No
Chirality: Single Stereoisomer
Inorganic: No
Polymer: No
Delivery: Oral
Availability: Discontinued

Oral

Yes

Parenteral

Topical

Sources

Also known as

39435
39435
7-(2-d-alpha-aminophenylacetamido)cephalosporanic acid
7-(2-d-alpha-aminophenylacetamido)cephalosporanic acid
7-(d-2-amino-2-phenylacetamido)-3-acetoxymethyl-delta(sup3)-cephem-4-carboxylic acid
7-(d-2-amino-2-phenylacetamido)-3-acetoxymethyl-delta(sup3)-cephem-4-carboxylic acid
7-(d-alpha-aminophenyl-acetamido)cephalosporanic acid
7-(d-alpha-aminophenyl-acetamido)cephalosporanic acid
cefaloglicina
cefaloglicina
cefaloglycin
cefaloglycin
cefaloglycin
cefaloglycin
cefaloglycin
cefaloglycine
cefaloglycine
cefaloglycine
cefaloglycinum
cefaloglycinum
ceg
ceg
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycin
cephaloglycine
cephaloglycine
cephaloglycine
cephaoglycin acid
cephaoglycin acid
d-(-)-cephaloglycin
d-(-)-cephaloglycin
d-cephaloglycine
d-cephaloglycine
kafocin
kafocin
kafocin
kafocin
kefglycin

Organizations

Marketing (1)

Organization	Org type	Relationship	Date
Eli Lilly	For profit	NDA	Jun 12, 1970