(6R,7R)-3-methyl-8-oxo-7-{2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 186507
• Molecular Formular: C20H21N5O6S
• Molecular Mass: 459.47564
• Monoisotopic Mass: 459.12125442
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)O)C)NC(=O)C(NC(=O)N1C(=O)NCC1)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C
• InChI: InChI=1S/C20H21N5O6S/c1-10-9-32-17-13(16(27)25(17)14(10)18(28)29)22-15(26)12(11-5-3-2-4-6-11)23-20(31)24-8-7-21-19(24)30/h2-6,12-13,17H,7-9H2,1H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t12?,13-,17-/m1/s1
• InChIKey: PZPZLYAELPRKDH-QQGYXAEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-3-methyl-8-oxo-7-{2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: (6R,7R)-3-methyl-8-oxo-7-[2-(2-oxoimidazolidine-1-carbonylamino)-2-phenylacetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Database IDs

• PubChem SID: 164242417
• PubChem CID: 16396599

CALCULATED PROPERTIES

• Acid pKa: 3.7007961
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.26085
• LogD (pH = 7.4): -3.767989
• Log P: -0.46281195
• Molar Refractivity: 113.1611 cm^3
• Polarizability: 43.433464 Å^3
• Polar Surface Area: 148.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds