6-{[(4R,5S,6S)-2-carboxylato-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-1,4$l^{5},8-pyrazolo[1,2-a][1$l^{5},2,3]triazol-4-ylium

• ChemBase ID: 72643
• Molecular Formular: C15H18N4O4S
• Molecular Mass: 350.39282
• Monoisotopic Mass: 350.10487608
• SMILES: C1(=O)[C@@H]([C@@H]2N1C(=C([C@@H]2C)SC1Cn2[n+](C1)ccn2)C(=O)[O-])C(C)O
• Canonical SMILES: CC([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)[O-])SC1C[n+]2n(C1)ncc2)O
• InChI: InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-5-17-4-3-16-18(17)6-9/h3-4,7-11,20H,5-6H2,1-2H3/t7-,8?,9?,10-,11-/m1/s1
• InChIKey: RLAPFAKXSAUMLW-LRPJUKONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[(4R,5S,6S)-2-carboxylato-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-1,4$l^{5},8-pyrazolo[1,2-a][1$l^{5},2,3]triazol-4-ylium
• IUPAC Traditional name: 6-{[(4R,5S,6S)-2-carboxylato-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-1,4$l^{5},8-pyrazolo[1,2-a][1$l^{5},2,3]triazol-4-ylium
• Synonyms: L-627; LJC 10627; Biapenem

Database IDs

• CAS Number: 120410-24-4
• PubChem SID: 162037568
• PubChem CID: 46930984

CALCULATED PROPERTIES

• Acid pKa: 3.43035
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -4.8367715
• LogD (pH = 7.4): -4.8340116
• Log P: -5.4529743
• Molar Refractivity: 121.2042 cm^3
• Polarizability: 33.32768 Å^3
• Polar Surface Area: 102.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1370

Research Area: Infection
Biological Activity:
Biapenem is a carbapenem antibiotic. It has in vitro activity against anaerobes. Biapenem is a new parenteral carbapenem antibacterial agent with a broad spectrum of in vitro antibacterial activity encompassing many Gram-negative and Gram-positive aerobic and anaerobic bacteria, including species producing  β-lactamases. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Biapenem