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mecillinam

Go to external page http://purl.obolibrary.org/obo/CHEBI_51208

A penicillin in which the 6beta substituent is [(azepan-1-yl)methylidene]amino; an extended-spectrum penicillin antibiotic that binds specifically to penicillin binding protein 2 (PBP2), and is only considered to be active against Gram-negative bacteria.

Term info

Label

mecillinam

Synonyms
  • 6beta-{[(azepan-1-yl)methylidene]amino}-2,2-dimethylpenam-3alpha-carboxylic acid
database cross reference
Subsets

3_STAR

INN
mecillinamum [ ChemIDplus ]

BRAND NAME
Coactin [ DrugBank ]

INN
mecillinam [ ChemIDplus ]

INN
mecilinamo [ ChemIDplus ]

IUPAC NAME
6beta-{[(azepan-1-yl)methylidene]amino}-2,2-dimethylpenam-3alpha-carboxylic acid [ IUPAC ]

charge

0

formula

C15H23N3O3S

has obo namespace

chebi_ontology

has related synonym

penicillin HX, (2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, mecillinamum, mecillinam, Coactin, amdinocillin, mecilinamo

id

CHEBI:51208

inchi

InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1

inchikey

BWWVAEOLVKTZFQ-NTZNESFSSA-N

mass

325.42754

monoisotopicmass

325.14601

smiles

[H]C(=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])N1CCCCCC1