Structure via PubChem · Public domain (PubChem)
ceftaroline fosamil
Sign in to saveAlso known as PPI 0903, (6R,7R)-7-[(2Z)-2-ethoxyimino-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl]amino]-3-[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, PPI-0903, TAK-599
chemical compound
Chemical data
- Formula
- C22H21N8O8PS4
- Molecular weight
- 684.7 g/mol
- IUPAC name
- (6R,7R)-7-[[(2Z)-2-ethoxyimino-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl]amino]-3-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- SMILES
- CCO/N=C(/C1=NSC(=N1)NP(=O)(O)O)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)SC4=NC(=CS4)C5=CC=[N+](C=C5)C)C(=O)[O-]
- InChIKey
- ZCCUWMICIWSJIX-NQJJCJBVSA-N
- XLogP
- 2.3
- Polar surface area
- 330 Ų
- H-bond donors
- 4
- H-bond acceptors
- 17
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2010
- Admin. routes
- parenteral
- Indications
- infection, kidney disease, bacterial pneumonia, urinary tract infection
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 684.01028
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₂H₂₁N₈O₈PS₄
- subject has role
- enzyme inhibitor
- isomeric SMILES
- CCO/N=C(/C1=NSC(=N1)NP(=O)(O)O)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)SC4=NC(=CS4)C5=CC=[N+](C=C5)C)C(=O)[O-]
- canonical SMILES
- CCON=C(C1=NSC(=N1)NP(=O)(O)O)C(=O)NC2C3N(C2=O)C(=C(CS3)SC4=NC(=CS4)C5=CC=[N+](C=C5)C)C(=O)[O-]
- World Health Organisation international non-proprietary name
- ceftaroline fosamil
- defined daily dose
- 1.2
- medical condition treated
- staphylococcal infection
Sources (3)
via Wikidata · CC0