Doripenem monohydrate, Ultra-broad spectrum carbapenem antibiotic

Key facts

CAS number

364622-82-2

Purity

>98%

Form

Solid

form

Molecular weight

438.5 Da

Molecular formula

C₁₅H₂₆N₄O₇S₂

PubChem

636377

Nature

Synthetic

Biochemical name

Doripenem hydrate

Biological description

Ultra-broad spectrum carbapenem antibiotic. Inhibits bacterial cell wall synthesis. Shows activity against a wide range of Gram-positive and -negative bacteria (including MDR and β-lactamase-producing strains) as well as anaerobes.

Canonical smiles

CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O.O

Isomeric smiles

C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O.O

InChi

InChI=1S/C15H24N4O6S2.H2O/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25);1H2/t6-,7-,8+,9+,10-,11-;/m1./s1

InChiKey

NTUBEBXBDGKBTJ-WGLOMNHJSA-N

IUPAC Name

(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;hydrate