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

• ChemBase ID: 184006
• Molecular Formular: C19H23N5O5S
• Molecular Mass: 433.48142
• Monoisotopic Mass: 433.14198986
• SMILES: N12[C@@H]([C@@H](C1=O)NC(=O)C(NN1C(=O)NCC1)c1ccccc1)SC([C@@H]2C(=O)O)(C)C
• Canonical SMILES: O=C(C(c1ccccc1)NN1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
• InChI: InChI=1S/C19H23N5O5S/c1-19(2)13(17(27)28)24-15(26)12(16(24)30-19)21-14(25)11(10-6-4-3-5-7-10)22-23-9-8-20-18(23)29/h3-7,11-13,16,22H,8-9H2,1-2H3,(H,20,29)(H,21,25)(H,27,28)/t11?,12-,13+,16-/m1/s1
• InChIKey: GFYATGSRFVCLQC-XQERAMJGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164239916
• PubChem CID: 16395861

CALCULATED PROPERTIES

• Acid pKa: 3.525424
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3068483
• LogD (pH = 7.4): -3.6635082
• Log P: -0.51881194
• Molar Refractivity: 117.3833 cm^3
• Polarizability: 41.995056 Å^3
• Polar Surface Area: 131.08 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds