(2S,5R,6R)-6-{2-[(4-ethyl-2,3-dioxopiperazin-1-yl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 181067
• Molecular Formular: C22H27N5O6S
• Molecular Mass: 489.54468
• Monoisotopic Mass: 489.16820461
• SMILES: N12[C@@H]([C@@H](C1=O)NC(=O)C(NN1C(=O)C(=O)N(CC1)CC)c1ccccc1)SC([C@@H]2C(=O)O)(C)C
• Canonical SMILES: CCN1CCN(C(=O)C1=O)NC(C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)c1ccccc1
• InChI: InChI=1S/C22H27N5O6S/c1-4-25-10-11-26(19(31)18(25)30)24-13(12-8-6-5-7-9-12)16(28)23-14-17(29)27-15(21(32)33)22(2,3)34-20(14)27/h5-9,13-15,20,24H,4,10-11H2,1-3H3,(H,23,28)(H,32,33)/t13?,14-,15+,20-/m1/s1
• InChIKey: DMJJPMGZQFOKEW-UVIOZBFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R,6R)-6-{2-[(4-ethyl-2,3-dioxopiperazin-1-yl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: (2S,5R,6R)-6-{2-[(4-ethyl-2,3-dioxopiperazin-1-yl)amino]-2-phenylacetamido}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Database IDs

• PubChem SID: 164236977
• PubChem CID: 16395118

CALCULATED PROPERTIES

• Acid pKa: 3.4921877
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.2399814
• LogD (pH = 7.4): -3.5968661
• Log P: -0.39604726
• Molar Refractivity: 131.969 cm^3
• Polarizability: 47.60731 Å^3
• Polar Surface Area: 139.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds