Basic information
- CAS
222400-20-6- Standard SMILES
C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N4CC[C@H](NC(=O)CN=C(N)N)C4)N(C)C3)[C@H](C)[C@H]12- InChIKey
KEDAXBWZURNCHS-GPODMPQUSA-N- Molecular formula
- C23H35N7O6S
- Average molar mass
- 537.6 g/mol
- Monoisotopic mass
- 537.23695304
Overview
Tomopenem is a 1-beta-methylcarbapenem antibiotic with broad-spectrum activity against gram-positive and gram-negative bacteria. Tomopenem has a longer half-life than imipenem-cilastatin or meropenem and shows activity against methicillin-resistant S. aureus.
Names & identifiers
- Preferred name
- Tomopenem
- IUPAC
- (4R,5S,6S)-3-[(3S,5S)-5-[(3S)-3-[[2-(diaminomethylideneamino)acetyl]amino]pyrrolidine-1-carbonyl]-1-methylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- English name
- Tomopenem
- Molecular formula
- C23H35N7O6S
- Molecular weight
- 537.63
Names & synonyms
Tomopenem222400-20-6CS-023R-115685RO-4908463R-1558R-1L5685RO4908463CS023 cpd(4R,5S,6S)-3-[(3S,5S)-5-[(3S)-3-[[2-(diaminomethylideneamino)acetyl]amino]pyrrolidine-1-carbonyl]-1-methylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid1654W9611TDTXSID70873384
Show more names
R 1558R 115685Ro 4908463Antibiotic CS 023(4R,5S,6S)-3-(((3S,5S)-5-((S)-3-(2-Guanidinoacetamido)pyrrolidine-1-carbonyl)-1-methylpyrrolid(4R,5S,6S)-3-(((3S,5S)-5-((S)-3-(2-Guanidinoacetamido)pyrrolidine-1-carbonyl)-1-methylpyrrolidin-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[(4R,5S,6S)-3-[[(3S,5S)-5-[[(3S)-3-[[2-[(AMinoiMinoMethyl)aMino]acetyl]aMino]-1-pyrrolidinyl]carbonyl]-1-Methyl-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(3S,5S)-5-[[(3S)-3-[[2-[(aminoiminomethyl)amino]acetyl]amino]-1-pyrrolidinyl]carbonyl]-1-methyl-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, (4R,5S,6S)-
Properties
Computed structural properties
- XLogP
- -3.7
- Topological polar surface area
- 220 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 8
- Heavy atoms
- 37
- Formal charge
- 0
- Complexity
- 1,050
Physicochemical properties
- Melting point
- 235 · 235-250 °C (decomp)
- Density
- 1.68 · 1.68±0.1 g/cm3(Predicted)
- pka
- 4.27 · 4.27±0.60(Predicted)
- FDA UNII
- 1654 W9611T · 1654W9611T
Chemistry & industry
Applications
UsesCarbapenem Antibiotic.
Suppliers5 total
LGM Pharma1-(800)-881-8210 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…