O-Formylcefamandole
Basic information
- CAS
57268-80-1- Standard SMILES
Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](OC=O)c3ccccc3)[C@H]2SC1- InChIKey
RRJHESVQVSRQEX-SUYBPPKGSA-N- Molecular formula
- C19H18N6O6S2
- Average molar mass
- 490.5 g/mol
- Monoisotopic mass
- 490.07292466
Overview
O-formylcefamandole is a cephalosporin compound having (R)-O-formylmandelamido and N-methylthiotetrazole side groups. It is used (as the sodium salt) as a progrug for cefamandole. It has a role as an antibacterial agent and a prodrug. It is a cephalosporin and a formate ester. It is functionally related to a cefamandole. It is a conjugate acid of an O-formylcefamandole(1-).
Names & identifiers
- Preferred name
- O-Formylcefamandole
- IUPAC
- (6R,7R)-7-[[(2R)-2-formyloxy-2-phenylacetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Names & synonyms
O-Formylcefamandole57268-80-1(6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCefamandole formate(6R,7R)-7-{[(2R)-2-(formyloxy)-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-7-((R)-2-(formyloxy)-2-phenylacetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-(formyloxy)-2-phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-6beta-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylic acidNCGC00183035-01cefamandole-nafateEINECS 260-657-63L768V9MWV
Show more names
SCHEMBL6440440CHEMBL1201218CHEBI:53654DTXSID00205891RRJHESVQVSRQEX-SUYBPPKGSA-NCEFAMANDOLE NAFATE FREE BASEEBC-27224DB14725
Database identifiers
- CAS
57268-80-1- PubChem CID
- 5284527
- DTXSID
DTXSID00205891- ChEMBL
CHEMBL1201218- ChEBI
CHEBI:53654- UNII
- 3L768V9MWV
- EC Number
- 260-657-6
- Nikkaji
- J283.118J
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 207 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 9
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 838
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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