4-[(E)-({4-[(E)-N-[3-oxo(4,5,5-2H3,2-15N)-1,2-oxazolidin-4-yl]carboximidoyl]phenyl}methylidene)amino](4,5,5-2H3,2-15N)-1,2-oxazolidin-3-one

• ChemBase ID: 178172
• Molecular Formular: C14H14N4O4
• Molecular Mass: 304.2721778
• Monoisotopic Mass: 304.09557473
• SMILES: O1[15NH]C(=O)C(C1)/N=C/c1ccc(cc1)/C=N/C1C(=O)[15NH]OC1
• Canonical SMILES: O=C1[15NH]OCC1/N=C/c1ccc(cc1)/C=N/C1CO[15NH]C1=O
• InChI: InChI=1S/C14H14N4O4/c19-13-11(7-21-17-13)15-5-9-1-2-10(4-3-9)6-16-12-8-22-18-14(12)20/h1-6,11-12H,7-8H2,(H,17,19)(H,18,20)/b15-5+,16-6+/i17+1,18+1
• InChIKey: ODKYYBOHSVLGNU-RBQREYSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-({4-[(E)-N-[3-oxo(4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-4-yl]carboximidoyl]phenyl}methylidene)amino](4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-3-one
• IUPAC Traditional name: 4-[(E)-({4-[(E)-N-[3-oxo(4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-4-yl]carboximidoyl]phenyl}methylidene)amino](4,5,5-^2H₃,2-^1^5N)-1,2-oxazolidin-3-one
• Synonyms: 4,4'-[1,4-Phenylenebis(methylidynenitrilo)]bis-3-isoxazolidinone-15N2,d6; Terivalidin; Terizidon-15N2,d6; Terizidone-13N2,d6

Database IDs

• PubChem SID: 164234082
• PubChem CID: 71752369

CALCULATED PROPERTIES

• Acid pKa: 3.5405445
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.7322192
• LogD (pH = 7.4): -1.8409542
• Log P: -0.3418264
• Molar Refractivity: 76.9936 cm^3
• Polarizability: 28.948284 Å^3
• Polar Surface Area: 101.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T115502

A drug used to treat tuberculosis.

REFERENCES

• Marrero-Ponce, Y., et al.: Bioorg. Med. Chem., 13, 2881 (2005)