propyl (5S,6S)-6-[(1R)-1-(acetyloxy)ethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

• ChemBase ID: 4558
• Molecular Formular: C13H17NO5S
• Molecular Mass: 299.34278
• Monoisotopic Mass: 299.08274365
• SMILES: S1C=C(N2[C@@H]1[C@H](C2=O)[C@@H](C)OC(=O)C)C(=O)OCCC
• Canonical SMILES: CCCOC(=O)C1=CS[C@@H]2N1C(=O)[C@@H]2[C@H](OC(=O)C)C
• InChI: InChI=1S/C13H17NO5S/c1-4-5-18-13(17)9-6-20-12-10(11(16)14(9)12)7(2)19-8(3)15/h6-7,10,12H,4-5H2,1-3H3/t7-,10+,12+/m1/s1
• InChIKey: NEPDBQXSCUYOPA-VHRDEZTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propyl (5S,6S)-6-[(1R)-1-(acetyloxy)ethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• IUPAC Traditional name: propyl (5S,6S)-6-[(1R)-1-(acetyloxy)ethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• Synonyms: (5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE

Database IDs

• PubChem SID: 99443375; 160967990
• PubChem CID: 6323187

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.100463
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.73616683
• LogD (pH = 7.4): 0.73616683
• Log P: 0.73616683
• Molar Refractivity: 73.217 cm^3
• Polarizability: 28.906202 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.83
• LOG S: -2.32
• Solubility (Water): 1.43e+00 g/l

DETAILS

DrugBank - DB06904

Drug information: experimental