6-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 191386
• Molecular Formular: C23H27N5O7S
• Molecular Mass: 517.55478
• Monoisotopic Mass: 517.16311923
• SMILES: N12C(C(C1=O)NC(=O)C(NC(=O)N1C(=O)C(=O)N(CC1)CC)c1ccccc1)SC(C2C(=O)O)(C)C
• Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)NC(C(=O)NC1C(=O)N2C1SC(C2C(=O)O)(C)C)c1ccccc1
• InChI: InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)
• InChIKey: IVBHGBMCVLDMKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: piperacillin

Database IDs

• PubChem SID: 164247296
• PubChem CID: 4835

CALCULATED PROPERTIES

• Acid pKa: 3.4850655
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.2645185
• LogD (pH = 7.4): -3.6383073
• Log P: -0.25849018
• Molar Refractivity: 126.2967 cm^3
• Polarizability: 49.296238 Å^3
• Polar Surface Area: 156.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds